F-1394

Chemical Name: N-(2,2,5,5-Tetramethyl-1,3-dioxan-4-ylcarbonyl)-beta-alanine 2(S)-[N'-(2,2-dimethylpropyl)-N'-nonylureido]-1(S)-cyclohexyl ester
CAS No. 135392-43-7
项目整合开发状态: Discontinued
项目研究机构: UCB Japan (Originator)
合成路线:By esterification of the acetonide of pantothenic acid (I) with (1S,2S)-2-[3-(2,2-dimethylpropyl)-3-nonylureido]-cyclohexanol (II) by means of dimethylaminopyridine (DMAP) and tosyl chloride in ethyl acetate (1) or DMAP and dicyclohexylcarbodiimide (DCC) in refluxing toluene (2).The starting compounds (I) and (II) have been prepared as follows:1) The cyclization of pantothenic acid calcium salt (III) with 2,2-dimethoxypropane (IV) by means of oxalic acid and p-toluenesulfonic acid in refluxing acetones gives the acetonide (I).2) The condensation of the carbamate (V) with the secondary amine (VI) by heating at 120 C yields the urea derivative (II).