SYNTHESIS OF ACYCLIC NUCLEOTIDE ANALOGS DERIVED FROM N-SUBSTITUTED 6-(1-AMINOETHYL)PURINES VIA 6-ACETYLPURINE DERIVATIVES

Authors
HOCEK M MASOJIDKOVA M HOLY A
Citation
M. Hocek et al., SYNTHESIS OF ACYCLIC NUCLEOTIDE ANALOGS DERIVED FROM N-SUBSTITUTED 6-(1-AMINOETHYL)PURINES VIA 6-ACETYLPURINE DERIVATIVES, Tetrahedron, 53(6), 1997, pp. 2291-2302
Citations number
26
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
53
Issue
6
Year of publication
1997
Pages
2291 - 2302
Database
ISI
SICI code
0040-4020(1997)53:6<2291:SOANAD>2.0.ZU;2-#
Abstract
The Stille coupling of 2-propoxy)phosphonylmethoxy]ethyl}-6-chloropuri nes with 1-(ethoxyvinyl)tributyltin afforded 6-(1-ethoxyvinyl)purine d erivatives. Their acid hydrolysis gave 6-acetylpurine derivatives that after reductive amination using various primary and secondary amine h ydrochlorides and sodium cyanoborohydride followed by deprotection aff orded the title N-substituted 6-(1-aminoethyl)-9-(2-phosphonomethoxyet hyl)purine derivatives. (C) 1997, Elsevier Science Ltd.