REGIOSELECTIVE PROTECTION OF THE 2'-HYDROXYL GROUP OF N-ACYL-3',5'-O-DI(T-BUTYL)SILANEDIYLNUCLEOSIDE DERIVATIVES BY USE OF T-BUMGCL AND 2-(TRIMETHYLSILYL)ETHOXYMETHYL CHLORIDE

Authors
WADA T TOBE M NAGAYAMA T FURUSAWA K SEKINE M
Citation
T. Wada et al., REGIOSELECTIVE PROTECTION OF THE 2'-HYDROXYL GROUP OF N-ACYL-3',5'-O-DI(T-BUTYL)SILANEDIYLNUCLEOSIDE DERIVATIVES BY USE OF T-BUMGCL AND 2-(TRIMETHYLSILYL)ETHOXYMETHYL CHLORIDE, Tetrahedron letters, 36(10), 1995, pp. 1683-1684
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
10
Year of publication
1995
Pages
1683 - 1684
Database
ISI
SICI code
0040-4039(1995)36:10<1683:RPOT2G>2.0.ZU;2-W
Abstract
Regioselective 2'-O-protection of N-protected 3',5'-O-di(t-butyl)silan ediylribonucleoside derivatives with the 2-(trimethylsilyl)ethoxymethy l (SEM) group has been achieved by use of t-BuMgCl and 2-(trimethylsil yl)ethoxymethyl chloride. The former was used as a base. The 2'-O-SEM protected ribonucleoside derivatives were converted via a three-step r eaction into the corresponding phosphoramidite building blocks in good overall yields.