Patent ID: 7417139

Claim:
A method of forming an internucleotide bond, the method comprising: contacting a functionalized support with a precursor under conditions and for a time sufficient to result in internucleotide bond formation, said functionalized support comprising a solid support, a triarylmethyl linker group, and a nucleoside moiety having a reactive site hydroxyl, the nucleoside moiety bound to the solid support via the triarylmethyl linker group, said precursor having the structure (IVc) wherein: O and H represent oxygen and hydrogen, respectively; R 1 is hydrido, hydroxyl, protected hydroxyl, lower alkyl, substituted lower alkyl, or alkoxy, one of R 2 or R 3 is a hydroxyl protecting group; and the other of R 2 or R 3 is a reactive group capable of reacting with a reactive site hydroxyl of a nucleoside moiety to produce either a H-phosphonite diester or a phosphite triester internucleotide linkage; Base is a heterocyclic base having an exocyclic amine group; and Tram is an abbreviation representing an exocyclic amine group protected by a triarylmethyl protecting group; wherein said functionalized support has the structure (Ic) wherein: is the solid support, Lnk′—is a linking group linking the solid support and the triaryl methyl linker group, or is a bond linking the solid support and the triaryl methyl linker group Trl—is the triarylmethyl linker group having three aryl groups, wherein each of the three aryl groups bound to a central methyl carbon, and at least one of said three aryl groups has one or more substituents, wherein one of said substituents is bound to the solid support and the central methyl carbon is bound to the 5′-hydroxyl of a nucleosidyl moiety either directly or through Lnk, (Ntd) k —is a polynucleotide moiety having k nucleotide sub-units, wherein k is an integer in the range from zero to about 200, Lnk—is a linking group linking the triarylmethyl linker group and the polynucleotide moiety, or is a bond linking the triarylmethyl linker group and the polynucleotide moiety, and Nucl—is a nucleoside moiety having an unprotected 3′ or 5′ hydroxyl.