C. Woltermann, Y. A. Lapin, K. Kunnen
Apr 5, 2004
Citations
0
Influential Citations
5
Citations
Journal
Tetrahedron
Abstract
Abstract A novel synthesis for preparing 9-(3- O -benzyl-5- O -tetrahydropyranyl-β- d -arabinofuranosyl)adenine ( 6 ) has been developed which does not require sub zero temperatures or exotic reagents. A key step in this synthesis is the selective protection of the 3′-OH of ara-A with a benzyl group. The 5′-OH is then selectively protected with DHP to yield 6 , a potentially useful intermediate. A synthesis of 9-(2,3-dideoxy-2-fluoro-β- d - threo -pentofuranosyl)adenine ( 1 , FddA), an anti-viral compound, is given to illustrate the utility of this new approach.