著者

寺沢 弘文 江島 明男 杉森 正道

出版者

社団法人 有機合成化学協会

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.49, no.11, pp.1013-1020, 1991

被引用文献数

4

---

現在臨床評価が進んでいるCPT-11あるいはTopotecanは, いずれも植物から抽出した天然のCPTを原料とした半合成で製造されているが, 植物中の含有量が少ないことから大量供給には問題が残されており, また, 植物の成長が天候に大きく左右されることを考えると, 安定供給という面からも効率の良いCPTの合成法が望まれている。今回我々は, 天然型CPTの合成法の検討を行い, 光学分割および不斉合成法により, 天然型CPT合成のkeyとなる光学活性な3環性化合物の合成に成功し, 天然型CPTの大量合成に対応可能な効率的合成法を開発した。さらに, この3環性化合物を活用し, CPTの構造活性相関を探るべく骨格あるいは置換基の変換を検討した結果, <I>in vivo</I>および<I>in vivo</I>において非常に強い抗腫瘍効果を持つ, 新規な骨格の6環性化合物を得ることができた。CPTの単離, 構造決定から4半世紀が経過した現在, 再びCPTが脚光を浴びているのは, CPT-11が臨床試験で優れた効果を示し, 高い評価を受けていること, およびCPTのトポイソメラーゼIの阻害という全く新しい作用メカニズムが明らかにされたという2つの理由に拠る所が大きい。CPT-11, Topotecanに次いで9-アミノーCPTあるいは10, 11-メチレンジオキシーCPTなどが前臨床研究の段階にあり, しばらくはCPTに関する話題が尽きないであろう。

著者

横川 文明 塩入 孝之

出版者

The Society of Synthetic Organic Chemistry, Japan

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.58, no.7, pp.634-641, 2000-07-01

被引用文献数

4

---

Antillatoxin is an ichthyotoxic cyclic lipopeptide isolated by Gerwick and co-workers from the marine cyanobacterium <I>Lyngbya majuscula</I> collected in Curacao. Although we have finished the stereoselective total synthesis of antillatoxin having the proposed structure with (4<I>S</I>, 5<I>R</I>) -configuration, we have found that the synthetic sample was not identical with the natural one and the proposed structure should be revised. Further our synthetic efforts have culminated in the first total synthesis of antillatoxin in its natural form, proving that the natural one has (4<I>R</I>, 5<I>R</I>) -configuration. In this account, our total synthesis and synthetic studies by other groups will be discussed.

著者

根東 義則 上野 正弘 田中 好幸

出版者

社団法人 有機合成化学協会

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.63, no.5, pp.453-463, 2005-05-01 (Released:2009-11-13)

参考文献数

76

被引用文献数

7 16

---

Organic bases are important class of reagents for synthetic chemistry. Recent developments in optimizing the basicity and in reducing nucleophilicity provide various new synthetic methodologies. This review describes synthetic applications of two excellent organic superbases. One is phosphazene base developed by Schwesinger and the other is proazaphosphatrane base, which was first synthesized by Verkade. The bacisity of the Schwesinger's P 4 base is in the range of organolithium bases and 18 orders of magnitude more basic than conventional DBU. Verkade bases are also strong bases due to the protonation on the bridgehead phosphorus atom with a resultant transannulation to form the corresponding azaphosphatrane structure. Properties, applications, and synthetic benefits of these bases are discussed.

著者

矢澤 一良

出版者

社団法人 有機合成化学協会

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.52, no.12, pp.1089-1090, 1994-12-01 (Released:2009-11-16)

参考文献数

3

著者

出原 正孝

出版者

社団法人 有機合成化学協会

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.20, no.8, pp.738-746, 1962-08-01 (Released:2010-06-28)

参考文献数

5

---

The preceeding experiment showed an impossibility of determination of the velocity of thermal decomposition of acetone and ketene by the static method. Therefore, the thermal decomposition reaction of acetone with addition of a small amount of carbon disulfide was carried out by passing through two kinds of chromium nickel steel (25: 20) reaction tubes with internal diameters 25 mm. and 4 mm. It was discovered that the rate of reaciton of acetone was equal to rate of formation of methane, square of the rate of methane formation was equal to rate of formation of carbon monoxide, and the value obtained by substracting the rate of formation of carbon monoxide from the rate of formation of methane, and the rate of formation of ketene. respectively, was approximately equal. The result indicated that acetone was decomposed into ketene and methane without dehydrogenating reaction, and the ketene was further decomposed into carbon monoxide and other substances. An apparent thermal decomposition of acetone is the first order reaction. The total activation energy for thermal decomposition of acetone was 63 kcal/mole. The velocity constant of thermal decomposition of ketene was twice as much greater than that of acetone and it was assumed that the total activation energy the same as that of acetone, if it was assumed that the themal decompsition of ketene was the first order. There was mutual quantitative relation in the formed gases and the determination of either of methane or carbon monoxide in waste gas gives an information on the rate of reaction of acetone and the yield of ketene.

著者

右田 俊彦

出版者

The Society of Synthetic Organic Chemistry, Japan

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.27, no.7, pp.609-621, 1969

被引用文献数

1

---

1961年本誌に同じような標題のもとに、ラジカル反応のうち比較的収率のよい反応をあつめ, その後それらの反応に対する機構論的観察をとりまとめた。また古くから知られた反応までも含めて, 現在まで行なわれた実例がSosnovskyによって集録されている。<BR>ラジカル反応の合成化学的開発という意義をもつ研究はいまもなお盛んに行なわれているが, ここではその後見出された種々の反応を紹介すると共に, ラジカル反応を合成化学に利用するときの考え方に論点を向けてゆきたいと考えている<BR>多くのラジカル反応の教科書にみられるように, ラジカルの行なう反応を素反応別にわけると次のようになる。<BR>1.ラジカル1個の行なう反応<BR>R・→R'・+M (ラジカルの分解) <BR>R・→R'・ (ラジカルの転位) <BR>2.ラジカル間の反応<BR>R・+R・→R-R (会合反応) <BR>R・+R・→RH+R (-H) (不均化反応) <BR>3.ラジカルの酸化・還元<BR>R・+<I>e</I>→R : 〓<BR>R・-<I>e</I>→R⊕<BR>4.不飽和分子への付加<BR>R・+>C=C<→R-C-C・<BR>R・+O<SUB>2</SUB>→ROO・<BR>5.飽和分子との置換反応<BR>R・+X-C-→R-X+・C- (x-ひきぬき反応) <BR>R・+RLS-S-R, →R-S-R'+R'S・ (メタセシス) <BR>合成化学的に用いるという観点からこれらの反応を眺めてみよう。<BR>1.の反応はラジカルは安定分子を放出しつつ他のラジカルに変化し, あるいはより安定なラジカルに転位することがあることを示すもので, 中間に生ずるラジカルについてこの反応の可能性を考える必要がある。そして分解もしくは転位がきわめて収率よくおこるときは, それを利用して合成化学的に用いることもできよう。<BR>ラジカルに対してきわめて活性な芳香族化合物は過酸化ベンゾイルによってベンゾキシ化することができるが, 一般の芳香族化合物はフェニル化をうける。前者は過酸化物の分解によって生ずるベンゾキシラジカルの反応を, 後者はベンゾキシラジカルの分解で生じたフェニルラジカルの反応を利用した芳香核置換反応である。<BR>(C<SUB>6</SUB>H<SUB>5</SUB>COO) <SUB>2</SUB>→2C<SUB>6</SUB>H<SUB>5</SUB>COO・ArH→ArOOCCC<SUB>6</SUB>H<SUB>5</SUB><BR>C<SUB>6</SUB>H<SUB>5</SUB>COO・-CO<SUB>2</SUB>→C<SUB>6</SUB>H<SUB>5</SUB>・ArH→ARC<SUB>6</SUB>H<SUB>5</SUB><BR>3, 3-ジクロルプロペンに臭化水素をラジカル的に付加させるとき生成物は1, 2-ジクロル-3-プロムフロパンである。これは臭素原子がオレフィンに付加して生ずるラジカルに次の転位が行なわれたものである。<BR>Cl<SUB>2</SUB>CHCH=CH<SUB>2</SUB> →Br・→Cl<SUB>2</SUB>CHCHCH<SUB>2</SUB>Br→o <BR>ClCHCHCLCH<SUB>2</SUB>Br→HBrClCH<SUB>2</SUB>CHCLCH<SUB>2</SUB>Br<BR>しかし, ラジカルの分解または転位が重要な段階となる合成反応は少ないといってよい。<BR>2.の反応はラジカル2個が反応して安定分子を形成する反応である。このうち同種のラジカルが会合する反応は, 対称的な構造をもつ化合物の合成に用いられることがある。そのいくつかの例は先に上げた総説の中に集録したのでそれを参照していただきたい。<BR>不安定な多くのラジカルは溶液中では直ちに溶媒分子と反応するので, 会合が収率よくおこることを期待するためには生じたラジカルが多少とも安定でなくてはならない。クメン中過酸化物を分解させて1, 2-ジメチル-1, 2-ジフェニルブタンをつくる方法などがその典型的な例である。<BR>Ph-CH (CH<SUB>3</SUB>) <SUB>2</SUB> R・→Ph-C-CH<SUB>3</SUB>-CH<SUB>3</SUB>→Ph-Me-C-Me-Me-C-Me-Ph<BR>したがってその適用範囲もそう広いものではない。ラジカルを電解法によって発生させるときは, ラジカルの濃度が電極の近くに高くなるので, このような会合反応が期待できることがある。Kolbeの電解による炭化水素の合成はその例である。<BR>2CH<SUB>3</SUB>COO--<I>e</I>→2CH<SUB>3</SUB>COO・→-CO<SUB>2</SUB>2CH<SUB>3</SUB>・→C<SUB>2</SUB>H<SUB>6</SUB><BR>反応3.は炭素ラジカルを金属イオン等によって酸化あるいは還元してカルボニウムイオン, カルバニオンとする反応である。ラジカルは水とは反応しないが, カルボニウムイオンなどは水と容易に反応して相等するアルコールをうることができる。この種の研究は最近主としてKochiによって手広く行なわれている。なお今後の開発が期待される分野である。<BR>反応4, 5はラジカルの安定分子との反応である。不安定なラジカルは溶液中に発生すると, 直ちに溶液中の安定分子と反応4, 5の形式にしたがって反応する。したがって, 今日までに知られた合成に用いうる適用範囲の広い反応は, 反応4.あるいは5.の組み合せからなる連鎖反応であることは当然のことである。ここでも主してこの種の反応をとりあつかうことにする。

著者

秋山 誠治

出版者

社団法人 有機合成化学協会

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.70, no.5, pp.465-472, 2012-05-01 (Released:2012-06-04)

参考文献数

110

被引用文献数

5 7

---

Organic luminescent materials have been regarded as one of the most important key materials in the fields of various applications such as fluorescent paints, fluorescent brightening agents, wavelength-conversion films for agricultural use, dye lasers, bioanalytical luminescent probes, piezo- and tribochromic luminescent devices, organic light-emitting devices, and so on. In order to achieve the purposes, they have been well designed and their functionality has been finely tuned by introduction of some functional groups and subunits. Nowadays, the development of organic luminescent materials is about to go to the industrial stage, and highly functionalized luminescent materials are enthusiastically developed towards practical and versatile demands, using wide range of synthetic technology from classical synthetic methods to new types of cross-coupling reactions using transition metal-based catalysts. Here we show recent research developments of organic luminescent materials, especially focusing on applications to organic electronic devices and the relevant.

著者

千葉 博之 田上 克也

出版者

公益社団法人 有機合成化学協会

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.69, no.5, pp.600-610, 2011-05-01 (Released:2011-07-11)

参考文献数

23

被引用文献数

11 21

---

HALAVENTM (eribulin mesylate, E7389) is a novel anticancer agent discovered and developed by Eisai, which was approved by the United States Food and Drug Administration (FDA) for the treatment of patients with metastatic breast cancer who have previously received at least two chemotherapeutic regimens for the treatment of metastatic disease. HALAVENTM is a non-taxane, microtubule dynamics inhibitor and a synthetic analog of halichondrin B, a natural product isolated from the marine sponge Halichondria okadai. Although the structure of HALAVENTM is substantially simplified relative to halichondrin B, the development of this complex molecule only by chemical synthesis represents a significant challenge in terms of pharmaceutical development. In this article, a developmental history of HALAVENTM from its discovery to process development aiming at commercial production is described.

著者

木村 午朗

出版者

社団法人 有機合成化学協会

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.25, no.2, pp.167-179, 1967-02-01 (Released:2011-07-05)

参考文献数

108

被引用文献数

1 2

著者

佐竹 彰治

出版者

社団法人 有機合成化学協会

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.58, no.8, pp.736-744, 2000-08-01 (Released:2010-01-22)

参考文献数

22

被引用文献数

1 4

---

Pyridinyl azole ligands, such as pyridinylpyrazoles, pyridinylimidazoles, and pyridinylpyrrole, were used as a new type of bisnitrogen ligands for π-allylpalladium complexes. Reaction of π-allylpalladium chloride dimer with pyridinyl azole ligands formed cationic π-allylpalladium complexes, which could be converted into neutral forms with bases. The neutral π-allylpalladium complexes worked as effective catalysts for cyclopropanation of ketene silyl acetals with allylic acetates whereas the cationic π-allylpalladium complex having bipyridyl ligand was almost unreactive. Reaction of cinnamyl acetate with ketene silyl acetal of ethyl 2-methylpropionate in the presence of the palladium-pyridinylimidazole catalyst and sodium acetate in DMSO gave a cyclopropane derivative selectively in a 83% yield. This reaction was also applicable for asymmetric cyclopropanation. When chiral pyrazole-palladium catalysts were used, chiral cyclopropane derivatives were obtained up to 54% ee. To examine the difference between cationic and neutral palladium complexes, X-ray diffraction analysis and temperature variable NMR studies were performed. Bond lengths between palladium and nitrogens of the neutral pyridinylimidazole complex were shorter than those of the cationic complex in the crystal structures. Further, kinetic constants of syn-syn and anti-anti exchange of the allyl moiety in the neutral complex was smaller than that in the case of cationic complex in DMF-d7 and DMSO-d6. These results shows that palladium-nitrogen bonds of the neutral complex are stronger than that of the cationic complex, and these difference affects the reactivity for catalytic cyclopropanation.

著者

荒井 緑 篠原 俊夫 荒井 孝義 笹井 宏明

出版者

The Society of Synthetic Organic Chemistry, Japan

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.62, no.1, pp.59-69, 2004-01-01

被引用文献数

5

---

The first chiral isoxazoline ligands bearing spiro skeleton are developed. The spiro bis (isoxazoline) ligands (SPRIXs) are readily synthesized from diethyl malonate <I>via</I> double intramolecular nitrile oxide cycloaddition as a key step. The complex of (<I>M, S, S</I>) -R-SPRIX and Pd (OCOCF<SUB>3</SUB>)<SUB>2</SUB> promoted the catalytic asymmetric Wacker-type cyclization of alkenyl alcohols to give optically active cyclic ethers for the first time. Furthermore, starting from dialkenyl alcohol, the enantioselective tandem cyclization <I>via</I> oxy-palladation was achieved with up to 95% ee. Asymmetric ligands other than SPRIXs promote neither the Wacker-type reaction nor the tandem reaction.

著者

大前 〓

出版者

社団法人 有機合成化学協会

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.45, no.7, pp.691-700, 1987-07-01 (Released:2009-11-13)

参考文献数

44

被引用文献数

1 2

---

Process, catalyst, and reaction mechanism for vinyl acetate synthesis have been reviewed. Progress and improvement are discussed in the following sections, (1) acetylene-based process, (liquid- and vapor-phase) (2) ethylene-based process, (liquid- and vapor-phase) (3) carbon monoxide-based process, and, as additional item, (4) newer ethylene synthesis from methane comprised in dry natural gas.

著者

都野 雄甫

出版者

社団法人 有機合成化学協会

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.23, no.8, pp.631-642, 1965-08-01 (Released:2010-06-28)

参考文献数

97

被引用文献数

2

著者

佐藤 則夫

出版者

The Society of Synthetic Organic Chemistry, Japan

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.49, no.6, pp.594-595, 1991-06-01 (Released:2009-11-16)

参考文献数

2

---

ヘキサメチルジシラザンは有機ケイ素化合物の中でも良く知られた化合物であり, 分子内にケイ素-窒素結合をもつ化合物の代表である。良好なシリル化剤として有機合成反応でしばしば用いられる。他の有機ケイ素化合物と同じく天然には存在せず, 全て合成により製造されている。

著者

高木 泰 土屋 務 三宅 俊昭 竹内 富雄 梅澤 純夫

出版者

The Society of Synthetic Organic Chemistry, Japan

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.50, no.2, pp.131-142, 1992-02-01 (Released:2009-11-16)

参考文献数

41

被引用文献数

3 4

---

Anthracycline antibiotics, represented by daunorubicin and doxorubicin, are important antitumor agents widely used in clinical treatment. Their use is, however, restricted by the cardiotoxic character and other undesirable side-effects. To overcome these drawbacks and expand the utility, many efforts have been made for the past two decades. Recently we have synthesized a compound with strong antitumor activity and weak toxicity, 7-O- (2, 6-dideoxy-2-fluoro-α-L-talopyranosyl) adriamycinone, in which the glycosidic bond is comparatively stable in acid-catalyzed hydrolysis by the presence of highly electronegative fluorine atom at C-2'. This article describes the recent studies on the synthesis of the 2'-fluoroanthracycline antibiotics and their 14, 3', and 4'-substituted derivatives together with structure-activity relationship. It was found that R-configuration at C-2' having the fluorine is requisite to exhibit strong antitumor activity; thus (2'S) -fluoro and 2', 2'-difluoro analogs were devoid of activity. Synthesis of 2'-methoxyl analogs is also described.

著者

西村 吉雄

出版者

The Society of Synthetic Organic Chemistry, Japan

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.55, no.2, pp.142-151, 1997-02-01 (Released:2009-11-16)

参考文献数

42

被引用文献数

1 1

---

Specific inhibitors of glycosidases are aiding in unraveling how oligosaccharides of glycoconjugates, as the functional domains for carbohydrate-protein interactions, regulate biological functions, and how they produce beneficial pharmaceutical effects in the prevention and treatment of a variety of diseases.This paper describes the progress of the synthesis of iminosugar glycosidase inhibitors, siastatin B analogues toward the rational drug design of D-glucuronic acid and L-iduronic acid-based inhibitors for tumor invasion, and of sialic acid-based inhibitors for the influenza virus sialidase, as well as indicating progress in the development of a new therapeutic and prophylactic treatment for tumor metastasis and influenza infection.

著者

近藤 信一 池田 大四郎

出版者

The Society of Synthetic Organic Chemistry, Japan

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.40, no.10, pp.902-911, 1982 (Released:2010-01-22)

参考文献数

79

被引用文献数

2 2

---

Several 1, 4-diaminocyclitol-containing aminoglycoside antibiotics have been discovered by four Japanese research groups during the past five years. Fortimicin A, C, D and KG3 produced by Micromonospora, sporaricin A and C by Saccharopolyspora, istamycin A, B, C and A2, 2″- N-form-imidoylistamycin A and B by Streptomyces, and dactimicin by Dactylosporangium inhibit strongly the growth of Grampositive and -negative bacteria including most aminoglycosides-resistant strains. These antibiotics are pseudodisaccharides consisting of a diaminosugar and a 1, 4-diaminocyclitol acylated with glycine at the 4-methylamino group. Fortimicin A and some derivatives of this group antibiotics have been evaluated their clinical usefulness. In this review, chemical studies and structure-activty relationships of the 1, 4-diaminocyclitol-aminoglycoside antibiotics are discussed.

著者

大和 隆志 杉山 亨 須賀 亮 大塚 雅巳 大野 雅二

出版者

The Society of Synthetic Organic Chemistry, Japan

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.48, no.3, pp.194-205, 1990-03-01 (Released:2009-11-13)

参考文献数

31

被引用文献数

1

---

Bleomycins (BLMs) are antitumor antibiotics of unusual glycopeptide structure. The potent activity of BLM is attributed to the oxygen activation and the DNA cleavage by the formation of iron-chelate of the peptide moiety. erythro-β-Hydroxy-L-histidine, a pivotal amino acid for the oxygen activation, is prepared enantioselectively by aldol reaction of (R) -3-bromoacetyl-4-isopropyl-1, 3-oxazolidin-2-one with 1-triphenylmethylimidazole-4-carbaldehyde. Model ligands for the metal binding site of BLM with 4-methoxypyridine (PYML-6) and 4-dimethylaminopyridine (PYML-8) show oxygen activation up to 97% and 125% of that of BLM, respectively. cis-β-Methylstyrene is oxidized either with Fe (III) -H2O2 or Fe (II) -O2 complex systems of BLM and PYML-6 to give the corresponding optically active epoxide. The DNA binding region of BLM is combined with PYML-6 to give the first man-designed BLM, PYML (6) -bleomycin, which shows nucleotide cleavage mode remarkably similar to that of BLM. On the other hand, PYML-6 moiety and distamycin are coupled to afford PYML (6) - (4R-APA) -distamycin which shows dramatically altered AT specific mode in the DNA scission.

著者

市川 英子 加藤 國基

出版者

The Society of Synthetic Organic Chemistry, Japan

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.59, no.4, pp.331-345, 2001-04-01 (Released:2010-01-22)

参考文献数

181

被引用文献数

6 7

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In the search for effective, selective, and nontoxic antiviral and antitumour agents, a variety of strategies have been devised to design nucleoside analogs. These strategies have involved several formal modifications of the naturally occurring nucleosides, especially, alteration of the carbohydrate moiety. Since the naturally occurring purine nucleoside analog oxetanocin A and its derivatives have been found to be effective as anti-HIV-1 and anti-herpes virus agents in 1986, the syntheses of different types of sugar-modified nucleoside analogs have been reported. In this review we will give an overview of the sugar-modified nucleosides synthesized since the late 1990 according to their structural types along with the synthetic routes of some nucleosides.

著者

田中 博道 早川 弘之 宮坂 貞

出版者

The Society of Synthetic Organic Chemistry, Japan

雑誌

有機合成化学協会誌 (ISSN:00379980)

巻号頁・発行日

vol.49, no.12, pp.1142-1155, 1991-12-01 (Released:2009-11-16)

参考文献数

63

被引用文献数

2 6

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Lithiation of nucleosides has been shown to be a highly general method for chemical modification of the base moiety. A wide range of substitutions can be accomplished simply by using different electrophiles in the reaction with the respective lithiated species.In the case of uridine, the protecting group of the sugar hydroxyl groups appeared to be an important determinant of the efficiency and regiochemical outcome of the lithiation. Regiospecific abstraction of H-6 in uracil moiety with LDA takes place only when 2'- and 3'-hydroxyl groups are simultaneously protected with an alkylidene group, e.g. isopropylidene group. Subsequent reaction with a variety of electrophiles furnishes 6-substituted derivatives, which are difficult to synthesize by any other methods.As an application of the C-6 lithiation with LDA, a series of 6-iodo and 6-phenylthio acyclouridines were synthesized. Among these derivatives, 1- [(2-hydroxyethoxy) methyl] -6-phenylthiothymine (HEPT) was found to be a new lead for anti-HIV agents. The activity of HEPT is highly specific to HIV-1 : other viruses, including HIV-2, are totally non-susceptible to HEPT. Further synthetic study improved the activity to a greater extent. In terms of excellent activity, low toxicity, and effectiveness against AZT-resistant HIV-1, these HEPT analogues constitute promising candidates for AIDS chemotherapy.