Abstract: Provided is a hydroxyl-protected alcohol of the formula R—O—Pg, wherein Pg is a protecting group of the formula: wherein Y, Z, W, R1, R1a, R2, R2a, R3, R3a, R4, R4a, a, b, c, d, e and f are defined herein and R is a nucleosidyl group, an oligonucleotidyl group with 2 to about 300 nucleosides, or an oligomer with 2 to about 300 nucleosides. Also provided is a deprotection method, which includes heating the hydroxyl-protected alcohol at a temperature effective to cleave thermally the hydroxyl-protecting group therefrom.

Abstract: The present invention provides a compound of formula (I), (II), or (III), wherein R1, R2, R2?, R3, and R3? are the same or different and each is H an alkyl, an alkenyl, an alkynyl, a cycloalkyl, an aryl, or an aralkyl. Alternatively, either of R2 or R2? combined with either of R3 or R3? comprises a ring. R4 is a protecting group or a solid support R5 is H or an alkyl. R6 is a protecting group, an amidoalkyl, an alkyl, an alkyl ketone, an alkenyl, an alkynyl, a cycloalkyl, an aryl, or an aralkyl. R15 is H or a protecting group. Q and Q1 are the same or different and each is a nucleoside, an oligonucleotide comprising a nucleoside, or an oligomer comprising a nucleoside, which is of formula (a) or (b), wherein B is a labeling group, an alkyl, an alkenyl, an alkynyl, a cyclic group optionally containing one or more heteroatoms, or an amino; and, E is H, a halogen, a hydroxy, an alkoxy, an ester, an amino or a protecting group. X and X1 are independently O, S, or Se, and n is an integer from 1 to about 300.

Abstract: Provided are a hydroxyl-protected alcohol of the formula R—O-Pg, wherein Pg is a protecting group of the Formulae (I), (II), wherein Y is R1, OR1, or NR1R1a; Z is O, NR2 or CR2R2a; W is CO or SO; R1, R1a, R2, R2a, R3, R3a, R4 and R4a include H, a saturated or unsaturated alkyl, an aryl, and a saturated or unsaturated alkyl comprising an aryl; a, b, c, d, e and f include H, a halogen, a saturated or unsaturated alkyl, a hydroxyl, an alkoxy, an aryloxy, an aralkoxy, a cyano, a nitro, a sulfhydryl, an alkyl or aryl sulfoxy, are alkyl or aryl sulfonyl, a keto, a thioketo, an ester, an amide, an amino, an alkylamino or a dialkylamino; and R represents the organic residue of the hydroxyl-protected alcohol; a hydroxyl-protected alcohol which includes a thermally cleavable 2-amidoethoxycarbonyl hydroxyl-protecting group; and a deprotection method, which includes heating the hydroxyl-protected alcohol at a temperature effective to cleave thermally the hydroxyl-protecting group therefrom.

Abstract: The invention provides a method of thermally deprotecting the internucleosidic phosphorus linkage of an oligonucleotide, which method comprises heating a protected oligonucleotide in a fluid medium at a substantially neutral pH, so as to deprotect the oligonucleotide. The present invention further provides a method of synthesizing an oligonucleotide using the thermal deprotection method described above, and novel oligonucleotides and intermediates that incorporate the thermolabile protecting group used in accordance with the present invention.

Abstract: The invention provides a method of thermally deprotecting the internucleosidic phosphorus linkage of an oligonucleotide, which method comprises heating in a fluid medium at a substantially neutral pH.