Patent ID: 6359061
Filing Date: 2002-03-19
Classification: C07C,C07D,C40B

Abstract:
An amide compound of formula (I): wherein:each R1, R1â€², R5 and R5â€² is, independently, H, an amino protecting group, or CH2, CH(R2), C&boxH;O, C&boxH;S, S(&boxH;O)2, C(&boxH;O)NH, C(&boxH;S)NH or C(&boxH;O)O substituted with H or a hydrocarbyl group selected from C1-C10 alkyl, C2-C10 alkenyl, C2-C20 alkynyl, C6-C14 aryl, C6-C14 aralkyl, C3-C14 cycloalkyl, C5-C14 fused cycloalkyl, C4-C14 heterocycle, C4-C14 heterocyclylalkyl, C4-C14 heteroaryl, C4-C14 heteroarylalkyl and CH(R2)â€”NHâ€”R2; wherein said hydrocarbyl group is optionally substituted with oxo, acyl, alkoxy, alkoxycarbonyl, alkyl, alkenyl, alkynyl, amino, arnido, azido, aryl, heteroaryl, carboxylic acid, cyano, guanidino, halo, haloalkyl, haloalkoxy, hydrazino, hydroxyl, alkylsulfonyl, nitro, sulfide, sulfone, sulfonate, sulfonamide, thiol, and thioalkoxy, provided that R1â€² may also be a solid support; each R4 is Fmoc, Teoc, Bpoc, BOC, Alloc, Cbz, formyl, acetyl, trihaloacetyl, benzoyl, nitrophenylacetyl, 2-nitrobenzenesulfonyl, phthalimido, dithiasuccinyl, cytosine-1-acetyl, adenine-9-acetyl, guanine-9-acetyl, or CH2, CH(R2), C&boxH;O, C&boxH;S, S(&boxH;O)2, C(&boxH;O)NH, C(&boxH;S)NH or C(&boxH;O)O substituted with H or a hydrocarbyl group selected from C1-C10 alkyl, C2-C10 alkenyl, C2-C20 alkynyl, C6-C14 aryl, C6-C14 aralkyl, C3-C14 cycloalkyl, C5-C14 fused cycloalkyl, C4-C14 heterocycle, C4-C14 heteroaryl, C4-C14 heteroarylalkyl and CH(R2)â€”NHâ€”R2; wherein said hydrocarbyl group is optionally substituted with oxo, acyl, alkoxy, alkoxycarbonyl, alkyl, alkenyl, alkynyl, amino, amido, azido, aryl, heteroaryl, carboxylic acid, cyano, guanidino, halo, haloalkyl, haloalkoxy, hydrazino, hydroxyl, alkylsulfonyl, nitro, sulfide, sulfone, sulfonate, sulfonamide, thiol, and thioalkoxy; and each R2 and R3 is, independently, H or a hydrocarbyl group selected from C1-C10 alkyl, C2-C10 alkenyl, C2-C20 alkynyl, C6-C14 aryl, C6-C14 aralkyl, C3-C14 cycloalkyl, C5-C14 fused cycloalkyl, C4-C14 heterocyclyl, C4-C14 heterocycloalkyl, C4-C14 heteroaryl and C4-C14 heteroarylalkyl; wherein said hydrocarbyl group is optionally substituted with acyl, alkoxy, alkoxycarbonyl, alkyl, alkenyl, alkynyl, amino, amido, azido, aryl, heteroaryl, carboxylic acid, cyano, guanidino, halo, haloalkyl, haloalkoxy, hydrazino, hydroxyl, alkylsulfonyl, nitro, sulfide, sulfone, sulfonate, sulfonamide, thiol or thioalkoxy, provided that R2 is not H.