著者
竹内 正之
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.56, no.10, pp.831-840, 1998 (Released:2009-11-16)
参考文献数
26
被引用文献数
3 6

For the development of new receptor molecules that can precisely recognize sugar molecules, we synthesized a number of diboronic acids. Since one boronic acid can react with two OH groups (one diol group) to form a boronate ester, one diboronic acid can immobilize two diol units to form a sugarcontaining macrocycle. The selectivity can be tuned by the relative spatial position of the two boronic acids and the complexation event can be read out by circular dichroism, UV-Vis, and fluorescence spectroscopy. The nature presents a variety of saccharide structures to us which are already utilized as a “recognition tag” or a “supramolecular building-blocks” in the life processes. If we gain some efficient interfaces to control chemical and physical properties of saccharides, it will become possible to mimic this chemistry in artificial systems. As a research target to challenge this new concept, we can now raise three examples which are currently studied in our laboratory.
著者
小林 義郎 田口 武夫
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.43, no.11, pp.1073-1082, 1985-11-01 (Released:2009-11-13)
参考文献数
70
被引用文献数
12 13

Studies on fluorine-modified vitamin D3 analogs : the design, synthesis and biological activity are reviewed. On the basis of the metabolism of vitamin D3 and the characteristic features of fluorine and fluorinated compounds, fluorine-modified vitamin D3 analogs were designed, synthesized and their biological activity was investigated to clarify the physiological significance of the metabolic hydroxylation of vitamin D3.
著者
吉田 潤一 菅 誠治 永木 愛一郎
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.63, no.5, pp.511-522, 2005-05-01 (Released:2009-11-13)
参考文献数
31
被引用文献数
13 17

Organic reactions using microreactors have attracted significant research interest because of their inherent features such as fast mixing, precise temperature control, and precise residence time control. These features are especially advantages for fast and exothermic reactions, which are difficult to perform using conventional macro-scale batch reactors in a controlled manner.Some examples of such reactions including Friedel-Crafts alkylation, cationic polymerization, and Swern oxidation are described in this article. Other examples are also demonstrated with the special emphasis on multiphase reactions. These examples speak well for the potentiality of microreactors in the enhancement of the ability of organic synthesis to meet demanding expectations in future.
著者
山本 嘉則
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.33, no.12, pp.973-977, 1975-12-01 (Released:2009-11-13)
参考文献数
21
被引用文献数
1 1
著者
牧 保夫 藤井 省造 犬飼 鑑
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.35, no.5, pp.421-424, 1977-05-01 (Released:2009-11-13)
参考文献数
12
被引用文献数
3 3

前報では含フッ素アラニン誘導体の合成について報告したが, 本報ではフェニル核にフッ素またはトリフルオコメチル基を有するフェニルアラニンを合成する目的で, フルオロベンジルクロリド類, トリフルオロメチルベンジルクロリド, クロロトリフルオロメチルベンジルクロリド類を合成し, アセトアミドマロン酸エチルを縮合させ, 7種の含フッ素DL-フェニルアラニン誘導体を合成した。トリフルオロメチル基を有する新規のアミノ酸は母体のフェニルアラニンより水に対し高い溶解度を示した。
著者
村上 章 牧野 圭祐
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.180-193, 1990-03-01 (Released:2009-11-13)
参考文献数
97
被引用文献数
3 3

In this short review, recent developments in the syntheses of antisense DNAs are described. The antisense DNA/RNA method is one of the ways to regulate gene expression specifically and uses sequence specific DNAs and their analogs, namely antisense DNAs. They have been designed and synthesized in order to meet requirements, for use in living systems, such as selectivity, nuclease resistance, cell membrane permeability, and duplex stability. The design is mainly focused on the modification of phosphate backbones, the modification of sugar moieties, and the introduction of functional molecules into antisense DNAs. The ability of these antisense DNAs to regulate gene expression are also discussed as well as biological studies.
著者
畑 一夫
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.36, no.9, pp.749-761, 1978-09-01 (Released:2009-11-13)
参考文献数
8

The IUPAC nomenclature is not always properly accepted. Many incorrect names are found in contributed papers by many authors. It may be unavoidable that naming compounds of complicated structure is attended with some confusions. On the other hand, a lack of understanding the IUPAC nomenclature is often found in the names of rather simple compounds, since older unreasonable nomenclature is surviving in these familiar compounds. Misunderstandings of the IUPAC nomenclature are also seen.This review describes a practical guide to write correct names of organic compounds. Several important items of the IUPAC nomenclature are briefly explained with many examples. On some items, examples of incorrect names are quoted from contributed papers, and mistakes are corrected giving proper advice.
著者
小林 義郎 熊懐 稜丸 榛沢 雄二
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.37, no.3, pp.183-196, 1979-03-01 (Released:2009-11-13)
参考文献数
50
被引用文献数
2 2

Trifluoromethyl group shows a stabilizing effect on the compounds which would be unstable if they had no trifluoromethyl group. This review is concerned with two faces of the chemistry of trifluoromethylated valence bond isomers of aromatic compounds : Diels-Alder and 1, 3-dipolar reactions planned for the conversion of hexakis (trifluoromethyl) benzvalene to the corresponding tetrahedrane and the synthesis of new valence bond isomers of heteroaromatic compounds. In the former, the tetrahedrane itself could not yet be isolated, but the formation of tetrakis (trifluoromethyl) cyclobutadiene and new valence isomers of oxepin was confirmed. In the latter, Dewar thiopene, Dewar pyrrole, Dewar pyridine, and diphosphabenzvalene with trifluoromethyl groups were synthesized and their reactions were discussed. The effect of trifluoromethyl group is not limited to the strained compound. Thus, tetrakis (trifluoromethyl) -1, 4-diphosphabenzene, the first example of diphosphabenzenes, was synthesized.
著者
琴寄 崇
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.37, no.6, pp.486-493, 1979-06-01 (Released:2010-01-22)
参考文献数
5

Some case histories in chemical process occurred due to unexpected reaction in the past twelve years in Japan were collected, classified and discussed. As the result, chemical accidents of this type were found to occur mainly in reaction process, in distillation process, in drying or storage process (in which the causes are mostly similar to spontaneous ignition phenomena) and in pipe lines.Causes of accidents in the reaction process can be classified into two large groups, in which one is due to the fault of temperature control and the other is concerned with the miss in composition control of the reaction system. The typical examples of the fault of temperature control are as follows breakdown of electric power supply, breakdown of temperature control instruments, infelicity of the positon of the temperature sensor, etc. And that of the miss in composition control are : breakdown of measuring instruments, mistake in feeding control of reactants or catalyst, fault associated with agitating operation, trouble in enlarging the scale of operation, etc.On distillation process, it is stated that special caution should be given to impurities such as catalyst or its derivative for recovery that may be carried forward with the crude distillate to the distillation process.In addition, some comments are given on how to investigate the course of accident.
著者
橋本 貞夫 鈴江 崇志
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.38, no.6, pp.528-537, 1980-06-01 (Released:2009-11-13)
参考文献数
33
被引用文献数
1 2

1- (Tetrahydro-2-furanyl) -5-fluorouracil (Futraful®, FT-207) was synthesized by S.A. Hiller, et al. in 1967. In this 5-fluorouracil (5-FU) derivative, a tetrahydrofuran group replace the sugar on the nucleoside.FT-207 is an antimetabolite, anti-tumor agent, and is well absorbed from the intenstine. It is gradually metabolized to substances such as 5-FU, 5-fluorouridine (FUR) and 5-Fluorouridine monophosphate (FUMP), which exhibit anti-tumor activity. These active substances are maintained in the blood and tissues for a long time, and thus FT-207 shows significant anti-tumor activity.FT-207 has less effect than other anti-tumor agents on antibody production, the blood picture and the functions of the liver, spleen and kidney. Thus since it has only side effects, it can be used for a long-term therapeutic treatment.It is effective when given intravenously, orally or intrarectally and has been employed clinically to induce tumor regression and to maintain regression and inhibit metastases.
著者
吉岡 明 山田 俊郎
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.48, no.1, pp.56-64, 1990-01-01 (Released:2009-11-13)
参考文献数
50
被引用文献数
5 6

An economical synthetic process of methyl jasmonate has been established.Total yield of this process is higher than 60 % for all five steps from cheaply available adipic acid. 2-Pentyny1-2-cyclopentenone, the key intermediate in this route, is synthesized by applying the improved palladiumcatalyzed enone formation from allyl β-keto carboxylate as a key reaction. The pentynyl moiety is introduced by the use of pentynyl chloride which is prepared in two steps from 2-butyne, our original source, cheaply.
著者
橋山 富樹
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.57, no.5, pp.394-400, 1999-05-01 (Released:2009-11-16)
参考文献数
14
被引用文献数
3 3

An efficient method for preparation of diltiazem hydrochloride, a representive calcium antagonist widely used for the treatment of ischemic heart disease all over the world, is described. In the reaction of 2-nitrothiophenol (1) with trans-3-phenylglycidic esters (2) carrying various substituents on the benzene ring, both reactivity and stereoselectivity of the oxirane ring-opening of the glycidates were markedly influenced by the electronic nature of the substituents. As a result of our investigation on the catalytic effect of various Lewis acids in the reaction of 2a with 1, tin compounds were found to be effective catalysts for the cis-opening and readily produced the threo-nitro ester (3a), a key intermediate for the synthesis of diltiazem.Isolation of the crystalline complex from the reaction of 1 with SnCl4 and its efficient catalytic activity similar to that of SnCl4 suggest that the transition state involves co-cordination of tin derivatives both with 1 and the epoxy oxygen of 2a to result in highly specific cis-opening.
著者
小松 弘典 及川 利洋 石橋 大樹
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.63, no.6, pp.594-603, 2005-06-01 (Released:2009-11-13)
参考文献数
30
被引用文献数
2 4

The demand for 2'-deoxynucleosides is increasing rapidly in the fields of gene therapy, biological research, and medical diagnosis. Development of an efficient synthetic method has been expected over the past few decades. We developed a novel synthetic method applicable to industrial manufacture of all four natural 2'-deoxynucleosides. Chemically synthesized 2-deoxyribose 1-α-phosphate (dRP) was enzymatically converted to thymidine (T), 2'-deoxycytidine (dC), 2'-deoxyadenosine (dA), and 2'-deoxyguanosine (dG) in the presence of nucleoside phosphorylase. This chemo-enzymatic method consists of three distinctive technologies : (i) stereoselective synthesis of dRP by crystallization-induced asymmetric transformation; (ii) an efficient method to expedite enzymatic conversions by adding Mg (OH)2; (iii) development of a new enzyme for the enzymatic synthesis of dC.
著者
加々良 耕二 五島 俊介 市原 正治
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.57, no.5, pp.415-421, 1999-05-01 (Released:2009-11-16)
参考文献数
9
被引用文献数
6 7

Vamicamide is a new anticholinergic agent useful for the treatment of urinary incontinence. Vamicamide is synthesized from benzonitrile in 6 steps which include reductive amination and separation of diastereomers as key steps. In this paper, the process development of Vamicamide is described not only from the point of organic synthesis but also from the industrialization standpoints such as scale-up, economy, safety and environmental control.
著者
伊藤 孝浩 間瀬 俊明
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.65, no.6, pp.563-574, 2007-06-01 (Released:2010-10-20)
参考文献数
53
被引用文献数
1 1

Obesity poses a major risk for metabolic diseases like diabetes, hyperlipemia, cardiovascular disease and so on. Endogenous neuropeptide Y (NPY) is mediated by NPY receptors to cause the function which is involved in regulating feeding behavior. Recently, our basic research efforts identified highly potent and orally active NPY receptor antagonists. In this review article, we describe practical syntheses of three drug candidates from process chemistry perspective.