Patent ID: 6787612
Filing Date: 2004-09-07
Classification: C07B,C07C,C07K,C08F

Abstract:
A method for production of a derivatized resin represented by formula (I):R4-NHâ€”(C&boxH;X)â€”Yâ€”Zâ€”SSâ€ƒâ€ƒ(I) wherein:R4 is â€”NHâ€”R3, â€”NH2, â€”OH, or â€”Oâ€”R3, wherein R3 is a protecting group, provided that when R4 is â€”NHâ€”R3 or â€”Oâ€”R3, then the protecting group is removed and replaced by â€”H in the final product (I); X is O, S, or NR7; R7 is H, alkyl, alkenyl, aryl, aralkyl, cycloalkyl, or heterocycle; Y is absent, â€”NHâ€”, or â€”CH2; Z is absent or is a substituent selected from the group consisting of â€”NHâ€”, â€”Oâ€”, â€”(C&boxH;O)â€”, â€”Sâ€”, SO2-, alkyl, alkenyl, aryl, aralkyl, cycloalkyl, heterocycle, provided that when Y is absent and X is O or S, Z does not comprise â€”(C&boxH;O)â€” immediately adjacent to â€”(C&boxH;X)â€”, and when Y is â€”NHâ€” and Z comprises an â€”NHâ€” or an â€”Sâ€”, at least one carbon atom separates Y and the â€”NHâ€” or â€”Sâ€” of Z, wherein functional groups of Z are protected; SS is a solid support; wherein said derivatized resin represented by formula (I) is prepared by a process comprising the steps of: (i) reacting a starting material represented by formula (C) R1-(C&boxH;X)â€”Yâ€”Zâ€”SS,â€ƒâ€ƒ(C) â€ƒwherein R1 is a leaving group; with a reactant of formula (D) R4-NH2â€ƒâ€ƒ(D) to form derivatized resin (I) of formula R4-NHâ€”(C&boxH;X)â€”Yâ€”Z SS; and (ii) recovering the derivatized resin (I); â€ƒwherein said material represented by formula (C) is prepared by a process comprising the step of: (iv) reacting a starting material of formula (A) Râ€”Yâ€”Zâ€”SS,â€ƒâ€ƒ(A) â€ƒwherein R is a leaving group, with a reactant of formula (B) R1-(C&boxH;X)â€”R2,â€ƒâ€ƒ(B) â€ƒwherein R2 is a leaving group, same or different than R1, to form said starting material (C) represented by formula R1-(C&boxH;X)â€”Yâ€”Zâ€”SS.â€ƒâ€ƒ(C)