ChemInform Abstract: Synthesis of Enantiomerically Pure Bis(hydroxymethyl)-Branched Cyclohexenyl and Cyclohexyl Purines as Potential Inhibitors of HIV.

✍ Scribed by AA. ROSENQUIST; I. KVARNSTROEM; B. CLASSON; B. SAMUELSSON

• Publisher: John Wiley and Sons
• Year: 2010
• Weight: 34 KB
• Volume: 28
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.199702194

✦ Synopsis

Synthesis of Enantiomerically Pure Bis(hydroxymethyl)-Branched Cyclohexenyl and Cyclohexyl Purines as Potential Inhibitors of HIV. -Enzymatic resolution of diol (I) using lipase SAM-II represents the key step in the synthesis of the cyclohexyl part of the desired nucleosides. Starting from alcohol (VIII) or its acetate (X) eight nucleosides of type (XII)-(XIV) are prepared which can be considered as ring-expanded analogues of carbovir and oxetanocin G. Preliminary tests for HIV inhibition do not reveal any activity. -(ROSENQUIST, AA.; KVARNSTROEM, I.; CLASSON, B.;