title: Deoxyribonucleoside phosphoramidites.
abstract: 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.
authors.affiliation: Food and Drug Administration, Bethesda, Maryland, USA.
authors.forename: A
authors.initials: A
authors.lastname: Wilk
authors.forename: A
authors.initials: A
authors.lastname: Grajkowski
authors.forename: M K
authors.initials: MK
authors.lastname: Chmielewski
authors.forename: S L
authors.initials: SL
authors.lastname: Beaucage
authors.forename: L R
authors.initials: LR
authors.lastname: Phillips
mesh_terms: 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
chemical_list: D003853:Deoxyribonucleosides; D009838:Oligodeoxyribonucleotides; D009943:Organophosphorus Compounds; C434331:phosphoramidite; D020001:1-Butanol