Patent ID: 6693187
Filing Date: 2004-02-17
Classification: C07B,C07H,Y02P

Abstract:
A method for synthesizing an oligoilucleotide containing at least one internucleotide linkage having the structure of formula (VIII) whereinR1 is hydrogen, a protecting group removable by an elimination reaction, a protecting group removable by an enzyme, hydrocarbyl, substituted hydrocarbyl, heteroatom-containing hydrocarbyl, substituted heteroatom-containing hydrocarbyl; X is O, S, NH or NR7 wherein R7 is lower alkyl, substituted lower alkyl, heteroatom-containing lower alkyl or substituted heteroatom-containing lower alkyl, n is zero or 1, Y is â€”(Yâ€²)mâ€”(CR8R9)â€” wherein m is zero or 1, Yâ€² is lower hydrocarbylene, substituted lower hydrocarbylene, heteroatom-containing lower hydrocarbylene, or substituted heteroatom-containing lower hydrocarbylene, wherein R8 and R9 are hydrogen or CR8R9 is independently selected from the group consisting of hydrocarbyl, substituted hydrocarbyl, heteroatom-containing hydrocarbyl and substituted heteroatom-containing hydrocarbyl, and Z is O, S, or NH, wherein said substituted moieties refer to molecules wherein one or more atoms of hydrogen have been replaced with a lower hydrocarbyl moiety or functional group selected from hydroxyl, alkoxy, thio, amino, and halo; the method comprising:linking at least one nucleoside monomer having the structural formula (III) â€ƒwherein: A is hydrogen or a protected hydroxyl group; B is a nucleobase selected from the group consisting of protected purines, pyrimidines, and analogs thereof; and one of R11 and R12 is a blocking group and the other is â€ƒin which R1, X, Y, Z and n are as defined above and W is NR2R3 wherein R2 and R3 are unsubstituted, substituted, heteroatom-containing or substituted heteroatom-containing alkyl or cycloalkyl or R2 and R3 are linked to form a substituted or unsubstituted, five- or six-membered heterocycle wherein said substituted moieties refer to molecules wherein one or more atoms of hydrogen have been replaced with a lower hydrocarbyl moiety or functional group selected from hydroxyl, alkoxy, thio, amino, and halo; and a phosphitylated nucleoside.