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

Chin. J. Org. Chem. ›› 2006, Vol. 26 ›› Issue (07): 971-974. Previous Articles Next Articles

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一步法合成N-1,3-二羟基丙烷-2-基烷基乙酰胺

李家明¹，汪志勇*^,1，曾雷²，周明明*^,2

(¹中国科学技术大学化学系合肥 230026)
(² Department of Physiology and Biophysics, Mount Sinai School of Medicine, New York 10029, USA)

收稿日期:2005-08-25 修回日期:2006-01-10 发布日期:2006-07-01
通讯作者: 周明明

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

LI Jia-Ming¹,WANG Zhi-Yong*^,1,ZENG Lei²,ZHOU Ming-Ming*^,2

(¹ Department of Chemistry, University of Science and Technology of China, Hefei 230026, China)
(² Department of Physiology and Biophysics, Mount Sinai School of Medicine, New York 10029, USA)

Received:2005-08-25 Revised:2006-01-10 Published:2006-07-01
Contact: ZHOU Ming-Ming

Abstract

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-yl)propylacetamide easily.

Key words: acetic anhydride, highly selective acylation, one-pot synthesis, N-1,3-dihydroxyprop-2-ylalkylacetamide

Cite this article

LI Jia-Ming,WANG Zhi-Yong*^,1,ZENG Lei²,ZHOU Ming-Ming*^,2. One-Pot Synthesis of N-1,3-Dihydroxyprop-2-ylalkylacetamide[J]. Chin. J. Org. Chem., 2006, 26(07): 971-974.

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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

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