A convenient synthesis of cis and trans-(±)-4-amino-1-[2-(hydroxyl- methyl)-1,3-oxathiolan-5-yl]-2(1H)-pyrimidinone

作者：Shen Y^*; Xiang L; Deng Y; Zhong Y G

来源：Chinese Chemical Letters, 2006, 17(4): 431-433.

• cis-(±) isomer
• Geometrical isomer
• Lamivudine
• Synthesis
• trans-(±) isomer

A convenient synthesis of cis-(±) isomer 1 and trans-(±) isomer 2 of lamivudine starting from benzoyloxyacetaldehyde and 1,4-dithiane-2,5-diol is described. The key steps include chlorination of oxathiolane lactol 5 by SOCl2/DMF, followed by coupling with silylated N4-acetylcytosine and deprotection. The overall yield was 42.6 % and 20.1 %, respectively.

• 出版日期2006
• 单位四川大学