CKD-732

比罗尼布Chemical Name: 3-[4-[2-(Dimethylamino)ethoxy]phenyl]-2(E)-propenoic acid (3R,4S,5S,6R)-4-[2(R)-methyl-3(R)-(3-methyl-2-butenyl)oxiran-2-yl]-5-methoxy-1-oxaspiro[2.5]oct-6-yl ester; 6-O-[3-[4-[2-(Dimethylamino)ethoxy]phenyl]-2(E)-propenoyl]fumagillol
CAS No. 251111-30-5
项目整合开发状态: Phase I
项目研究机构: Chong Kun Dang Pharm. (Originator)
合成路线:Treatment of 3,4,5-trimethoxycinnamic acid (I) with oxalyl chloride and pyridine produced acid chloride (II).This was then coupled with fumagillol (III),an hydrolyzed product of the fungal metabolite fumagillin,in the presence of NaH in THF to give the title trimethoxycinnamyl ester.Alternatively,fumagillol (III) was coupled with acid anhydride (IV) using DMAP in CH2Cl2.

合成路线:4-(2-Dimethylaminoethoxy)cinnamic acid (I) was converted to acid chloride (II) upon treatment with thionyl chloride in refluxing benzene.This was then coupled with the sodium alkoxide of fumagillol (III) in THF to furnish the title compound.