新产品编号:123905

Chemical Name: (3beta,5alpha,25R)-3-[4-O-[4,6-O-Bis[N-(2-fluorophenyl)carbamoyl]-beta-D-glucopyranosyl]-beta-D-glucopyranosyloxy]spirostan-12-one; 4'',6''-Bis[N-(2-fluorophenyl)carbamoyl]hecogenyl beta-O-cellobioside
CAS No. 171267-34-8
项目整合开发状态: Preclinical
项目研究机构: Pfizer (Originator)
合成路线:The acetalization of Hecogenyl beta-O-cellobioside (I) with 4-methoxybenzaldehyde diethyl acetal (II) by means of pyridinium tosylate in THF gives the acetal (III),which is acylated with 2-methoxyacetyl chloride (IV) by means of pyridine and DMAP in dichloromethane yielding the pentaacetate (V).The elimination of the acetal group of (V) with H2 over Pd/C in ethyl acetate affords the dihydroxy compound (VI).

合成路线:Intermediate (VI) is treated with 2-fluorophenyl isocyanate (VII) and CuCl in DMF to give the bis carbamate (VIII).Finally,this compound is deacetylated with NH4OH in THF.
📌 参考资料/链接:
参考文献标题:Process research and large-scale synthesis of 4'',6''-bis((2-fluorophenyl)carbomoyl)hecogenyl beta-O-cellobioside: A potent cholesterol absorption inhibitor
文献作者:Urban,F.J.; et al.
参考来源:Org Process Res Dev 1998,2(2),66