118352-75-3Relevant articles and documents
The H-phosphonate approach to the synthesis of oligonucleotides and their phosphorothioate analogues in solution
Reese, Colin B.,Quanlai, Song
, p. 1477 - 1486 (2007/10/03)
A new approach to the synthesis of oligonucleotides and oligonucleotide phosphorothioates in solution is described; it is based on H-phosphonate coupling [with bis(2-chlorophenyl) phosphorochloridate 22 as the coupling agent] at -40 deg C, followed by in situ sulfur transfer involving either 2-(4-chlorophenylsulfanyl)isoindole-1,3(2H)-dione 23a or 4-[(2-cyanoethyl)sulfanyl]morpholine-3,5-dione 26. The yields of the coupling and sulfur transfer reactions are virtually quantitative and, following unblocking by previously reported procedures, very pure products (d[ApC], d[TpGpApC], d[TpGp(s)ApC], d[Gp(s)A] and d[Cp(s)Tp(s)Gp(s)A]) are obtained.
A Convenient Synthesis of Nucleoside 3'-H-Phosphonate Monoesters Using Triphosgene
Bhongle, Nandkumar N.,Tang, Jin Yan
, p. 6803 - 6806 (2007/10/02)
A practical method for the preparation of deoxyribonucleoside and ribonucleoside 3'-H-phosphonate monoesters via triphosgene-mediated coupling of nucleosides to phosphonic acid is described.
Studies on aryl H-phosphonates. I. An efficient method for the preparation of deoxyribo- and ribonucleoside 3'-H-phosphonate monoesters by transesterification of diphenyl H-phosphonate
Jankowska,Sobkowski,Stawinski,Kraszewski
, p. 3355 - 3358 (2007/10/02)
A convenient method for the preparation of deoxyribonucleoside and ribonucleoside 3'-H-phosphonate monoesters via transesterification of diphenyl H-phosphonate with suitable protected nucleosides in pyridine is described.