Patent ID: 6528631
Filing Date: 2003-03-04
Classification: A61K,C07H,C12N

Abstract:
A compound having the Formula XIIIA, XIIIB, XIIIC or XIIID: wherein:W13 has the Formula: R1 is H or a hydroxyl protecting group; B is a nucleobase; each R21 is H, OH, F, or a group of formula Zâ€”R22â€”(R23)v; Z is O, S, NH or Nâ€”R22â€”(R23)v; R22 is C1-C20 alkyl, C2-C20 alkenyl, or C2-C20 alkynyl; R23 is hydrogen, amino, halogen, hydroxyl, thiol, keto, carboxyl, nitro, nitroso, nitrile, trifluoromethyl, trifluoromethoxy, O-alkyl, S-alkyl, NH-alkyl, N-dialkyl, O-aryl, S-aryl, NH-aryl, O-aralkyl, S-aralkyl, NH-aralkyl, amino, N-phthalimido, imidazole, azido, hydrazino, hydroxylamino, isocyanato, sulfoxide, sulfone, sulfide, disulfide, silyl, aryl, heterocycle, carbocycle, intercalator, reporter molecule, conjugate, polyamine, polyamide, polyalkylene glycol, or polyether; or R21 has one of the formulas: â€ƒwherein: y1 is 0 or 1; y2 is 0 to 10; y3 is 1 to 10; E is N(R41)(R42) or N&boxH;C(R41)(R42); each R41 and each R42 is independently H, C1-C10 alkyl, a nitrogen protecting group, or R41 and R42 taken together form a nitrogen protecting group; or R41 and R42 taken together with the N or C atom to which they are attached form a ring structure that can include at least one heteroatom selected from N and O; v is from 0 to about 10; q is 0 to about 50, provided that when said compound has formula XIIID, q is at least 1; M is an optionally protected internucleoside linkage; W1 is â€”Oâ€”(CH2)nâ€”NHâ€” where n is from 1 to about 10; R20 is OH or a group of Formula: R2 is â€”N(R7)2, or a heterocycloalkyl or heterocycloalkenyl ring containing from 4 to 7 atoms, and having up to 3 heteroatoms selected from nitrogen, sulfur, and oxygen; R7 is straight or branched chain alkyl having from 1 to 10 carbons; R3 is a phosphorus protecting group; R5 is H or an amino protecting group; R6 is H or an amino protecting group; X3 is â€”CH(Z1)â€” or a group of Formula XI: Z1 is the sidechain of a naturally occurring amino acid, or a protected sidechain of a naturally occurring amino acid; p is 1 or 2; and R4 is a hydroxyl group, or a protected hydroxyl group.