An all trans-form polyprenol is obtained by;
(A) subjecting a 3,7-dimethyl-6-hydroxy-7-octen-1-ol derivative to five-carbon lengthening reaction m-times which comprises reacting with 2-methyl-3,3-dimethoxy-1-butene and reducing the carbonyl group of the resulting compound, to obtain an allyl alcohol derivative;
(B) halogenating the hydroxyl group of the allyl alcohol derivative to convert it to form an allyl halide derivative;
(C) allowing the allyl halide derivative to react with a polyisoprenyl sulfone derivative to form a sulfonated polyprenol derivative; and
(D) subjecting the sulfonated polyprenol derivative to desulfonylation to obtain the all trans-form polyprenol.
Provided according to the present invention is a process for the preparation of a polyprenol represented by the following formula (1):
wherein Y and Z individually represent a hydrogen atom or are coupled together to form a carbon-carbon bond; R represents a hydrogen atom or a protective group of a hydroxyl group; and n stands for 0 or an integer not smaller than 1, which comprises bringing an organic complex of an alkaline metal into contact with a compound represented by the following formula (2):
wherein concerning V, W and X, V represents a halogen atom, while W and X are coupled together to form a carbon-carbon bond or X represents a halogen atom, while V and W are coupled together to form a carbon-carbon bond; A represents a protective group of a hydroxyl group; and Y,Z and n have the same meanings as defined above.
根据本发明提供了一种制备下式(1)所代表的聚肾上腺素的工艺:
其中 Y 和 Z 分别代表氢原子或耦合在一起形成碳-碳键;R 代表氢原子或羟基的保护基团;n 代表 0 或不小于 1 的整数,该工艺包括使碱金属的有机络合物与下式(2)所代表的化合物接触:
其中关于 V、W 和 X,V 代表卤素原子,而 W 和 X 联接在一起形成碳-碳键,或 X 代表卤素原子,而 V 和 W 联接在一起形成碳-碳键;A 代表羟基的保护基团;Y、Z 和 n 的含义与上述定义相同。
A process for preparing all trans-form polyprenols
申请人:Kuraray Co., Ltd.
公开号:EP1031551A2
公开(公告)日:2000-08-30
The invention refers to a process comprising treating a compound represented by Formula (202):
wherein p and q each represent an integer of 0 or 1 or more; Y and Z each represent a hydrogen atom, or combine to form a carbon-carbon bond; R1 represents an alkyl group or an aryl group; and A represents a protective group of the hydroxyl group;
with an alkali metal and a polycyclic aromatic compound to produce a compound represented by Formula (201):
wherein p, q, Y and Z are as defined above; and R2 represents a hydrogen atom or the same protective group of the hydroxyl group as that represented by A.
本发明涉及一种工艺,包括处理由式(202)代表的化合物:
其中 p 和 q 分别代表 0 或 1 或更多的整数;Y 和 Z 分别代表氢原子,或结合成碳-碳键;R1 代表烷基或芳基;A 代表羟基的保护基团;
用碱金属和多环芳烃化合物生成由式(201)表示的化合物:
其中 p、q、Y 和 Z 如上定义;R2 代表氢原子或与 A 所代表的羟基相同的保护基团。
Polyprenyl alcohol-containing injections and use thereof