一步法合成N-1,3-二羟基丙烷-2-基烷基乙酰胺  

One-Pot Synthesis of N-1,3-Dihydroxyprop-2-ylalkylacetamide

作　　者：李家明[1] 汪志勇[1] 曾雷 周明明 

机构地区：[1]中国科学技术大学化学系 [2]Department of Physiology and Biophysics, Mount Sinai School of Medicine, New York 10029, USA

出　　处：《有机化学》2006年第7期971-974,共4页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(Nos.2047078;30572234)资助项目.

摘　　要：以5-氨基烷基-2,2-二甲基-1,3-二噁烷为起始原料,乙酸酐为酰化剂,一步法选择性地合成氨基二醇类氨基乙酰化产物N-1,3-二羟基丙烷-2-基烷基乙酰胺.该方法操作简便,收率高.所合成的4个新化合物的结构均经FTIR,1HNMR,13CNMR及HRMS确证.N-3-(1,3-二羟基丙烷-2-基)丙基乙酰胺(1a)作为关键的中间体,可以用于HIV-1Tat/PCAFBRD抑制剂4的合成.One-pot synthesis of N-1,3-dihydroxyprop-2-ylalkylacetamide was realized by the reaction of 5-amino-2, 2-dimethyl-1,3-dioxane with acetic anhydride in high regioselectivity and yield with easiness for operation under mild condition. The structures of the products were identified with FTIR, ^1H NMR, ^13C NMR and HRMS spectra. Compound 4, which should be a potential inhibitor of HIV-1 Tat/PCAF BRD association, can be synthesized from N-3-（1,3-dihydroxyprop-2-y1）propylacetamide easily.

关 键 词：N-1 3-二羟基丙烷-2-基烷基乙酰胺 乙酸酐 选择性乙酰化 一步法合成 

分 类 号：O623.6[理学—有机化学]