Deoxyribonucleoside phosphoramidites.
The detailed preparation of deoxyribonucleoside phosphoramidites bearing a 4-[N-methyl-N-(2,2,2-trifluoroacetyl)amino]butyl group for P(III) protection is presented. The use of this group circumvents nucleobase alkylation during oligonucleotide deprotection. Two syntheses of phosphoramidites starting from either a phosphordichloridite precursor or a bis-(N,N-diisopropylamino)chlorophosphine intermediate are described for the phosphinylation of suitably protected deoxyribonucleosides.
Wilk
A
A
Food and Drug Administration, Bethesda, Maryland, USA.
Grajkowski
A
A
Chmielewski
M K
MK
Beaucage
S L
SL
Phillips
L R
LR
D020001:1-Butanol / Q000737:chemistry; D001671:Biochemistry / Q000379:methods*; D003853:Deoxyribonucleosides / Q000138:chemical synthesis* / Q000737:chemistry; D009838:Oligodeoxyribonucleotides / Q000737:chemistry; D009943:Organophosphorus Compounds / Q000138:chemical synthesis* / Q000737:chemistry
D003853:Deoxyribonucleosides; D009838:Oligodeoxyribonucleotides; D009943:Organophosphorus Compounds; C434331:phosphoramidite; D020001:1-Butanol