以(2S,3S)-1,2-环氧基-3-叔丁氧酰胺基-4-苯丁烷为原料,经N-烷基化、对硝基苯磺酰化、脱去氨基保护基,再与3’-叠氮基-3’-脱氧胸(腺嘧啶核)苷5’-单琥珀酸缩合,合成了新型具有芳香磺酰胺基氨基醇骨架的HIV-1蛋白酶抑制剂——N-{3-[3’-叠氮基-3’-脱氧胸(腺嘧啶核)苷5'-单琥珀酰胺基]-2-羟基-4-苯基丁基}-N-异丁基4-硝基苯磺酰胺,总收率55.2%,其结构经^1H NMR和MS确证。
A novel HIV-1 protease inhibitor with N-alkoxy-arylsulfonamide-based was synthesized from ( 2S, 3 S) -3- ( t-butoxy amide ) -1,2-epoxy-4-phenylbutane by N-alkylation, 4-nitrobenzene sul- phuration and deprotection, then condensation with 3'-azidoo3'-deoxythymidine 5'-hemisuccinate in total yield of 55.2%. The structure was confirmed by 1H NMR and MS.