Regioselective 2'-silylation of purine ribonucleosides for phosphoramidite RNA synthesis.
This unit describes high-yield procedures for protection of purine ribonucleosides based on a reaction that allows concomitant highly regioselective 2'-silylation and 3'-phosphitylation to give, in one step, monomers that are ready for H-phosphonate synthesis. For preparation of phosphoramidites, the H-phosphonate monoester is cleaved without silyl migration to give intermediates ready for phosphitylation by standard methods.
Gaffney
B L
BL
Rutgers, The State University of New Jersey, Piscataway, New Jersey, USA.
Jones
R A
RA
D000241:Adenosine / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry*; D001671:Biochemistry / Q000379:methods*; D002851:Chromatography, High Pressure Liquid; D002855:Chromatography, Thin Layer; D006151:Guanosine / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry*; D009943:Organophosphorus Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D017646:Organosilicon Compounds / Q000737:chemistry*; D012313:RNA / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D009943:Organophosphorus Compounds; D017646:Organosilicon Compounds; C434331:phosphoramidite; C009660:t-butyldimethylsilyl compounds; D006151:Guanosine; D012313:RNA; D000241:Adenosine