公开(公告)号：US20240166597A1

公开(公告)日：2024-05-23

申请号：US18276365

申请日：2021-12-17

Applicant: FUDAN UNIVERSITY

Inventor： Shengming MA ,  Weiyi WANG ,  Yibo YU ,  Hui QIAN

IPC: C07C403/14 ,  C07C403/08 ,  C07C403/10 ,  C07C403/16 ,  C07C403/20

CPC classification number: C07C403/14 ,  C07C403/08 ,  C07C403/10 ,  C07C403/16 ,  C07C403/20

Abstract: Disclosed in the present invention is a total synthesis method for vitamin A and derivative thereof and deuterated compound thereof. β-cyclocitral is used as a starting material to produce alkenyl boronate, then the alkenyl boronate (or hydrolyzed alkenyl boric acid) is subjected to a series of reactions to produce retinal or retinal with substituent, and the retinal or retinal with substituent is further subjected to a reduction reaction to obtain vitamin A or vitamin A with substituent; the vitamin A or vitamin A with substituent is subjected to an esterification reaction to obtain vitamin A ester or vitamin A ester with substituent; or said retinal or retinal with substituent is subjected to an oxidation reaction to obtain vitamin A acid or vitamin A acid with substituent. When deuterated allenol is used, deuterated vitamin A and derivative thereof are obtained. The present invention has the advantages of short synthetic route, simple operation, readily available raw materials and reagents, and modularization and divergence, and can synthesize the deuterated vitamin A and derivative thereof which are difficult to synthesize in the prior art.