申请人:KURARAY CO., LTD.
公开号:EP0936207A2
公开(公告)日:1999-08-18
A process for the preparation of a cyclopropylacetylene derivative of the formula (V):
comprises the steps of reacting a propynol derivative of the formula (I):
with a propane derivative of the formula (VI):
in the presence of a base in an amount of 2 or more equivalents relative to the propynol derivative to give a cyclopropane derivative of the formula (III):
deprotecting the protecting group for the hydroxyl group of the cyclopropane derivative to give a cyclopropylpropynol derivative of the formula (IV):
and subjecting the cyclopropylpropynol derivative to retro-ethynylation. In the above formula R1, R2, R3, R4 and R5 represent a hydrogen atom, or an alkyl, alkenyl, aryl or aralkyl each of which may have a substituent, R6 and R7 represent a hydrogen atom, or an alkyl, alkenyl, aryl or aralkyl each of which may have a substituent, or R6 and R7 may together form a ring, R8 represents a protecting group for a hydroxyl group and X and Y represent a leaving group.
一种制备式(V)环丙炔衍生物的工艺:
包括以下步骤 式(I)的丙炔醇衍生物与式(VI)的丙烷衍生物反应
与式 (VI) 的丙烷衍生物反应:
与式 (VI) 的丙烷衍生物反应,得到式 (III) 的环丙烷衍生物:
对环丙烷衍生物羟基的保护基进行脱保护,得到式(IV)的环丙炔醇衍生物:
并将环丙基丙炔醇衍生物进行反乙炔化反应。在上式中,R1、R2、R3、R4 和 R5 代表氢原子,或烷基、烯基、芳基或芳烷基,其中每个烷基、烯基、芳基或芳烷基可以有一个取代基,R6 和 R7 代表氢原子,或烷基、烯基、芳基或芳烷基,其中每个烷基、烯基、芳基或芳烷基可以有一个取代基,或 R6 和 R7 可以共同形成一个环,R8 代表羟基的保护基团,X 和 Y 代表离去基团。