STRUCTURE OF A MODIFIED NUCLEOSIDE, ETHYLPHOSPHONO-3'BETA-HYDROXY-5'-O-TRITYLTHYMIDINE

Authors
CAPRON MA MCELDOON WL BAENZIGER NC WIEMER DF
Citation
Ma. Capron et al., STRUCTURE OF A MODIFIED NUCLEOSIDE, ETHYLPHOSPHONO-3'BETA-HYDROXY-5'-O-TRITYLTHYMIDINE, Acta crystallographica. Section C, Crystal structure communications, 50, 1994, pp. 291-294
Citations number
7
Categorie Soggetti
Crystallography
Journal title
Acta crystallographica. Section C, Crystal structure communications → ACNP
ISSN journal
01082701
Volume
50
Year of publication
1994
Part
2
Pages
291 - 294
Database
ISI
SICI code
0108-2701(1994)50:<291:SOAMNE>2.0.ZU;2-7
Abstract
The modified nucleoside of the title was synthesized by nucleophilic a ddition of lithium diethyl phosphite to the corresponding 3'-keto nucl eoside under basic conditions. C-P bond formation resulted from attack on the a face, trans to C(5') and the thymine ring. One molecule of E tOH crystallized with the nucleoside (C33H37N2O8P.-C2H6O). Intermolecu lar hydrogen bonds were observed between the 0 atom of the alcohol and the O(3') hydroxyl H atom, and between the phosphoryl 0 atom, O(5), a nd the N(3) H atom of the thymine ring.