著者
Tomoyuki ONISHI Naoko HIROSE Yasuyuki OTAKE Kohki ISHIKAWA Tatsuki KASHIWAGI Kunisuke IZAWA
出版者
The Japan Society for Analytical Chemistry
雑誌
Analytical Sciences: X-ray Structure Analysis Online (ISSN:13482238)
巻号頁・発行日
vol.20, pp.x95-x96, 2004 (Released:2005-02-18)
参考文献数
3
被引用文献数
1

Both (2S,3S)- and (2R,3S)-N-tert-butoxycarbonyl-3-amino-1-chloro-2-hydroxy-4-phenylbutane (SS- and RS-Boc-ACHPB) are important intermediates of HIV protease inhibitors. Crystals of SS-Boc-ACHPB and RS-Boc-ACHPB are monoclinic P21 and orthorhombic P212121, respectively. The aromatic ring in SS-Boc-ACHPB is placed to avoid repulsive interaction with the hydroxyl group involved in intermolecular hydrogen bonds. On the other hand, the aromatic ring in RS-Boc-ACHPB is situated away from the tert-butoxycarbonylamino group, which is involved in intermolecular hydrophobic interactions with the other aromatic rings. The mode of the intermolecular hydrogen-bonding network is very different for these diastereomers.