SYNTHESIS AND DEPROTECTION OF BETA-SILYLETHYL PROTECTED O,O,O-TRIALKYLPHOSPHOROTHIOATES AND O,O,S-TRIALKYLPHOSPHOROTHIOATES

Authors
KROTZ AH COLE DL RAVIKUMAR VT
Citation
Ah. Krotz et al., SYNTHESIS AND DEPROTECTION OF BETA-SILYLETHYL PROTECTED O,O,O-TRIALKYLPHOSPHOROTHIOATES AND O,O,S-TRIALKYLPHOSPHOROTHIOATES, Tetrahedron letters, 37(12), 1996, pp. 1999-2002
Citations number
9
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
12
Year of publication
1996
Pages
1999 - 2002
Database
ISI
SICI code
0040-4039(1996)37:12<1999:SADOBP>2.0.ZU;2-7
Abstract
Functionalized 2-(diphenylmethylsilyl)ethyl protected thymidyl-thymidi ne phosphorothioate dimers are easily accessible and stable under cond itions used in oligophosphorothioate synthesis. Deprotection with ammo nium hydroxide occurs through beta-fragmentation. Methylamine and tetr abutylammonium fluoride rapidly and selectively remove the DPSE protec ting group of O,O,O- and O,O,S-trialkylphosphorothioates.