SYNTHESIS OF XY-5,5-DIFLUORO-MYO-INOSITOL-1,2,6-TRIS(PHOSPHATE)

Authors
BALLEREAU S SPIESS B SCHLEWER G
Citation
S. Ballereau et al., SYNTHESIS OF XY-5,5-DIFLUORO-MYO-INOSITOL-1,2,6-TRIS(PHOSPHATE), Phosphorus, sulfur and silicon and the related elements, 128, 1997, pp. 139-146
Citations number
22
Journal title
Phosphorus, sulfur and silicon and the related elements → ACNP
ISSN journal
10426507
Volume
128
Year of publication
1997
Pages
139 - 146
Database
ISI
SICI code
1042-6507(1997)128:<139:SOX>2.0.ZU;2-V
Abstract
y-5,5-difluoro-myo-inositol-1,2,6-tris(phosphate), a fluorinated analo gue of alpha-trinositol, (D-myo-inositol-1,2,6-tris(phosphate)) was pr epared from myo-inositol. After selective protection the remaining hyd roxyl in position 5 was oxidized by a Swern type reaction and transfor med in a gem-difluoro derivative by action of DAST. Phosphorylation pr oceeded through an intermediate phosphite. Mild hydrogenolysis gave th e expected final compound.