Title:
PROCESS FOR PREPARATION OF HALOGENOALCOHOL DERIVATIVES
Document Type and Number:
WIPO Patent Application WO/2002/064553
Kind Code:
A1
Abstract:
A process for preparation of halogenoalcohol derivatives represented by the general formula (1) and novel useful intermediates are provided. Halogenoalcohols of the general formula (1), i.e., (2S,3R)-N-Cbz-3-amino-1-halogeno-4-phenylsulfanylbutan-2-olderivatives, can be efficiently prepared from a publicly known starting compound, i.e., N-Cbz-S-phenyl-L-cysteine, through novel active ester derivatives and novel ylide compounds of the general formulae (4) and (5) and halomethyl ketone intermediates of the general formula (6).
Inventors:
SHIMIZU SUSUMU (JP)
SUNAGAWA KAZUHIKO (JP)
IWAMA HIDEKI (JP)
NIIMURA KOICHI (JP)
KATOHNO MASATAKA (JP)
MIZUSAWA SHIGERU (JP)
SUNAGAWA KAZUHIKO (JP)
IWAMA HIDEKI (JP)
NIIMURA KOICHI (JP)
KATOHNO MASATAKA (JP)
MIZUSAWA SHIGERU (JP)
Application Number:
PCT/JP2002/001267
Publication Date:
August 22, 2002
Filing Date:
February 14, 2002
Export Citation:
Assignee:
KUREHA CHEMICAL IND CO LTD (JP)
SHIMIZU SUSUMU (JP)
SUNAGAWA KAZUHIKO (JP)
IWAMA HIDEKI (JP)
NIIMURA KOICHI (JP)
KATOHNO MASATAKA (JP)
MIZUSAWA SHIGERU (JP)
SHIMIZU SUSUMU (JP)
SUNAGAWA KAZUHIKO (JP)
IWAMA HIDEKI (JP)
NIIMURA KOICHI (JP)
KATOHNO MASATAKA (JP)
MIZUSAWA SHIGERU (JP)
International Classes:
C07C319/20; C07C323/59; C07C381/10; (IPC1-7): C07C319/20; C07B53/00; C07C323/32; C07C381/12
Domestic Patent References:
| WO1995009843A1 | 1995-04-13 | |||
| WO1998045271A1 | 1998-10-15 |
Foreign References:
| EP0604185A1 | 1994-06-29 | |||
| EP0897911A1 | 1999-02-24 |
Other References:
DALE L. RIEGER: "A concise formal synthesis of the potent HIV protease inhibitor nelfinavir mesylate", J. ORG. CHEM., vol. 62, no. 24, 1997, pages 8546 - 8548, XP002952506
NAKAJIMA KEIICHIRO ET AL.: "Studies on 2-aziridinecarboxylic acid. IX. Convenient synthesis of optically active S-alkylcysteine, threo-S-alkyl-beta-methylcysteine and lanthionine derivatives via the ring-opening reaction of aziridine by several thiols", BULL. CHEM. SOC. JPN., vol. 56, no. 2, 1983, pages 520 - 522, XP002952507
NAKAJIMA KEIICHIRO ET AL.: "Studies on 2-aziridinecarboxylic acid. IX. Convenient synthesis of optically active S-alkylcysteine, threo-S-alkyl-beta-methylcysteine and lanthionine derivatives via the ring-opening reaction of aziridine by several thiols", BULL. CHEM. SOC. JPN., vol. 56, no. 2, 1983, pages 520 - 522, XP002952507
Attorney, Agent or Firm:
Fujino, Seiya (2-1 Yotsuya 1-chome Shinjuku-ku, Tokyo, JP)
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