Improved Methods for the Preparation of 2′-Deoxyribonucleoside and Ribonucleoside 3′-Phosphoramidites with Allylic Protectors
- 1 August 1999
- journal article
- research article
- Published by Taylor & Francis in Nucleosides and Nucleotides
- Vol. 18 (8) , 1771-1787
- https://doi.org/10.1080/07328319908044842
Abstract
Improved methods of preparing 2′-deoxyribonucleoside and ribonucleoside 3′-phosphoramidites with allylic protecting groups, which serve as useful building blocks, particularly for the synthesis of base-labile derivatives, are developed.Keywords
This publication has 23 references indexed in Scilit:
- A Convenient Way to N-Allyloxycarbonyl Protected Adenosine and Cytidine DerivativesSynlett, 1998
- Preparation of Short Oligonucleotides via the Phosphoramidite Method Using a Tetrazole Promoter in a Catalytic MannerJournal of the American Chemical Society, 1997
- Methodology for the Synthesis of Dinucleoside Monophosphates Containing A 2′-Deoxy-3-Isoadenosine Unit: 3-iso-dApT and Tp(3-iso-dA)Nucleosides and Nucleotides, 1996
- General Synthesis and Binding Affinity of Position-Selective Phosphonodiester- and Phosphotriester-Incorporated OligodeoxyribonucleotidesThe Journal of Organic Chemistry, 1995
- Site-Specific Incorporation of the Alkaline Labile, Oxidative Stress Product (5R)-5,6-Dihydro-5-hydroxythymidine in an OligonucleotideJournal of the American Chemical Society, 1994
- Allyl Protection in the Synthesis of Oligodeoxyribonucleotide PhosphorothioatesNucleosides and Nucleotides, 1994
- Nucleosides. Part LI The 2‐(4‐nitrophenyl)ethoxycarbonyl (npeoc) and 2‐(2,4‐dinitrophenyl)ethoxycarbonyl (dnpeoc) groups for protection of hydroxy functions in ribonucleosides and 2′ ‐deoxyribonucleosidesHelvetica Chimica Acta, 1993
- Aminoacyl derivatives of nucleosides, nucleotides, polynucleotides. 46. General synthesis of 2'(3')-O-aminoacyl oligoribonucleotides. The protection of the guanine moietyThe Journal of Organic Chemistry, 1989
- Synthesis of benzyl and benzyloxycarbonyl base-blocked 2'-deoxyribonucleosidesThe Journal of Organic Chemistry, 1982
- Studies on Polynucleotides. XXIV.1 The Stepwise Synthesis of Specific Deoxyribopolynucleotides (4).2 Protected Derivatives of Deoxyribonucleosides and New Syntheses of Deoxyribonucleoside-3″ Phosphates3Journal of the American Chemical Society, 1963