A Convenient Synthesis of cis and trans-( )-4-Amino-1-[2-(hydroxyl-methyl)-1,3-oxathiolan-5-yl]-2(1H

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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.
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