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Studies on stereospecific formation of P-chiral internucleotide linkage. Synthesis of (RP,RP)- and (SP,SP)-thymidylyl(3′,5′)thymidylyl(3′,5′)thymidine di(O,O-phosphorothioate) using 2-nitrobenzyl group as a new s-protection

✍ Scribed by Z.J. Lesnikowski; M.M. Jaworska

Publisher: Elsevier Science
Year: 1989
Tongue: French
Weight: 337 KB
Volume: 30
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)80667-5

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✦ Synopsis

RP,RP)-and (SP,SP)-diastereomers of thymidylyl(3',5')thymidyly1(3',5')thymidine di (O,O-phosphorothioate (6) were prepared in the stereospecific reaction of (RF)-or (SP)-isomer of 5'-0-monomethoxytritylthytnidine 3'U1~14-nitroph~nyl)-S-(X-nitrobenzyl)phosphorothioate] (2) with 5'-0tt activatd 3'Uacetylthymidine and subsequently with 5'-OB deprotected, 5'* activated derivative of resulted dinucleotide 3.