HI-368

Chemical Name: N-[3-Chloro-2-oxo-1(R)-[(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrienylsulfanylmethyl]propyl]acetamide
CAS No. 253871-57-7
项目整合开发状态: Biological Testing
项目研究机构: Parker Hughes Institute (Originator)
合成路线:The alkylation of N-acetyl-L-cysteine (I) with dodecyl bromide (II) by means of ammonia in methanol gives N-acetyl-S-dodecyl-L-cysteine (III),which is treated with isobutyl chloroformate and N-methylmorpholine (NMM) in THF yielding the mixed anhydride (IV).The reaction of (IV) with diazomethane in ethyl ether affords the diazoketone (V),which is finally treated with HCl in ethyl acetate.

合成路线:The alkylation of N-acetyl-L-cysteine (I) with farnesyl bromide (II) in methanolic ammonia provided the corresponding farnesyl thioether (III).After activation of the S-alkylated acid (III) as the mixed anhydride (IV) using isobutyl chloroformate and N-methylmorpholine,reaction with diazomethane yielded the diazomethyl ketone (V).This was then converted into the title chloromethyl ketone by treatment with HCl in ethyl acetate.