Title:
エナンチオピュアなE-(2S)-アルキル-5-ハロペンタ-4-エン酸およびエステルの製造方法
Document Type and Number:
Japanese Patent JP2008536810
Kind Code:
A
Abstract:
A process for preparing enantiopure E-(2S)-alkyl-5-halopent-4-enoic acids and their esters of the formula (I), in which R is a C1-C6-alkyl radical, R1 is H or C1-C4-alkyl and X is chlorine, bromine or iodine, in which the corresponding racemic 2-alkyl-5-halopent-4-enoic acid a) is reacted in a suitable solvent first with (S)-3-Methyl-2-phenylbutylamine, quinine or with N-methyl-D-glucamine, after which b) the corresponding (S)-3-Methyl-2-phenylbutylamine salt, quinine or glucamine salt of the (R)-pentenoic acid is precipitated and removed, and c) the remaining filtrate is mixed with a second chiral base or an inorganic salt, after which the corresponding salt of the (S)-pentenoic acid is precipitated and d) is then converted into the corresponding E-(2S)-alkyl-5-halo-4-pentenoic acid and subsequently where appropriate into the corresponding ester of the formula (I) in which R1 is C1-C4-alkyl.
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Inventors:
Rothler, Marcus
Steinbower, Gerhard
Peter rive, peter
Steinbower, Gerhard
Peter rive, peter
Application Number:
JP2008500069A
Publication Date:
September 11, 2008
Filing Date:
February 22, 2006
Export Citation:
Assignee:
DSM Fine Chemicals Austria NFG GM Bhauer und Zeokerge
International Classes:
C07C51/487; C07B57/00; C07C57/52; C07C67/08; C07C69/65
Attorney, Agent or Firm:
Yuichi Yamada
Masakazu Noda
Yoshinori Shimizu
Ikeda adult
Masakazu Noda
Yoshinori Shimizu
Ikeda adult