申请人:SHIONOGI SEIYAKU KABUSHIKI KAISHA
trading under the name of
SHIONOGI & CO. LTD.
公开号:EP0373949A1
公开(公告)日:1990-06-20
Optically active mono-esters of dicarboxylic acids of the formula III:
wherein R¹ is optionally substituted alkyl, menthyl optionally substituted alkenyl, optionally substituted aralkyl; -X- is -0-, -S-, -0-0, -(CH₂)m-,
in which m is an integer of from 0 to 4, R² is hydrogen, methyl, or ethyl, and R³ is hydrogen, methyl, benzyloxycarbonyl or formyl;
-Y- is -(CH₂)n-,
in which n is an integer of from 0 to 3, R² is the same as defined above, and R⁴ is hydrogen, methyl, or ethyl; and Z is hydrogen, lower alkyl, or phenyl; provided that m and n are not both zero, are useful as intermediates for preparing optically active natural products or medicines. The invention includes an asymmetric synthesis process for the preparation thereof characterised by the reaction of an acid anhydride with an (R)- or (S)-arylacetic acid derivative.
式 III 的二羧酸光学活性单酯:
其中 R¹ 是任选取代的烷基、任选取代的烯基、任选取代的芳基;-X- 是-0-、-S-、-0-0、-(CH₂)m-、
其中 m 是 0 到 4 的整数,R² 是氢、甲基或乙基,R³ 是氢、甲基、苄氧羰基或甲酰基;
-Y-是-(CH₂)n-、
其中,n 为 0 至 3 的整数,R² 与上文所定义的相同,R⁴ 为氢、甲基或乙基;Z 为氢、低级烷基或苯基;只要 m 和 n 均不为零,则可用作制备光学活性天然产物或药物的中间体。本发明包括制备其的不对称合成工艺,其特征在于酸酐与 (R)- 或 (S)- 芳基乙酸衍生物的反应。