Patent ID: 7488818
Filing Date: 2009-02-10
Classification: A61K,A61P,C07D

Abstract:
1. A process for the preparation of 1,4-diphenylazetidinone derivatives from β-substituted amino amides which are protected, said process comprising the reaction of said amides with one or more silylating agents and at least one cyclization catalyst consisting of a salt formed by the combination of a cation and an anion, said cation represented by the general formula: wherein R and said anion is represented by the formula: wherein: Z=C═O, C═S, S═O, SO K=O, S, NR L=NR n=0 or 1 M=O, C═O, NR Q=O, S, NR R=CR T=CR U=CR V=CR where R 20 to R 32 and R 34 to R 38 are independently selected from the group consisting of H, (C 1 -C 6 )alkyl, aryl or heteroaryl, wherein two alkyl radicals may together also form a cycloalkylene radical with a maximum of 6 carbons in the ring which may in turn be substituted by F, Cl, Br, I, CF 3 , NO 2 , COO(C 1 -C 6 )alkyl, CON[(C 1 -C 6 )alkyl] 2 , cycloalkyl, (C 1 -C 10 )alkyl, (C 2 -C 6 )alkenyl, O—(C 1 -C 6 )alkyl, O—CO—(C 1 -C 6 )alkyl, O—CO—(C 1 -C 6 )alkylene-aryl, SO 2 N[(C 1 -C 6 )alkyl] 2 , S-(C1-C6)alkyl, S—(CH 2 -) n aryl, SO—(C 1 -C 6 )alkyl, SO—(CH 2 -) n aryl, SO 2 —(C 1 -C 6 )alkyl, SO 2 -(CH 2 -) n aryl, SO 2 —N((C 1 -C 6 )alkyl)(CH 2 ) n aryl, or SO 2 —N((CH 2 -) n aryl) 2 , where n may be 0 to 6, and the aryl radical may be substituted up to twice by F, Cl, Br, CF 3 , SF 5 , NO 2 , OCF 3 , O—(C 1 -C 6 )alkyl or (C 1 -C 6 )alkyl; or by N((C 1 -C 6 )alkyl) 2 , NH—CO—NH—(C 1 -C 6 )alkyl), NH—CO—NH-aryl, N[(C 1 -C 6 )alkyl]-CO—(C 1 -C 6 )alkyl, N[(C 1 -C 6 )alkyl]-COO—(C 1 -C 6 )alkyl, N[(C 1 -C 6 )alkyl]-CO-aryl, N[(C 1 -C 6 )alkyl]-COO-aryl, N[(C 1 -C 6 )alkyl]-CO—N((C 1 -C 6 )alkyl) 2 , N[(C 1 -C 6 )alkyl]-CO—N((C 1 -C 6 )alkyl)-aryl, N[(C 1 -C 6 )alkyl]-CO—N(aryl) 2 , N(aryl)-CO—(C 1 -C 6 )alkyl, N(aryl)-COO—(C 1 -C 6 )alkyl, N(aryl )-CO-aryl, N(aryl)-COO-aryl, N(aryl)-CO-N((C 1 -C 6 )alkyl) 2 , N(aryl)-CO—N[(C 1 -C 6 )alkyl]-aryl, N(aryl)-CO—N(aryl) 2 , aryl, O—(CH 2 -) n aryl, where n may be 0 to 6, where the aryl radical may be substituted 1 to 3 times by F, Cl, Br, I, OF 3 , NO 2 , OCF 3 , O—(C 1 -C 6 )alkyl, (C 1 -C 6 )alkyl, N((C 1 -C 6 )alkyl) 2 , SF 5 , SO 2 —CH 3 or COO—(C 1 -C 6 )alkyl and where R 39 and R 40 are independently selected from the group consisting of (C 1 -C 6 )alkyl, with the stipulation that one or more non-adjacent carbon atoms may be replaced by NH or C═O, or are (C 1 -C 6 )perfluoroalkyl, aryl or heteroaryl, or R 39 and R 40 together may form 1,8-naphthyl or 1,7,7-trimethylbicyclo[2.2.1]heptanyl and R 40 may also be H, or where the cation component in this cyclization catalyst corresponds to the formula (XII), and the anion component is R 41 O − ′ or where the cation component in this cyclization catalyst corresponds to formula (XII) and the anion is R 42 COO − , or where the cation corresponds to formula (XII), and the anion is Cl − , Br − or I − , and R R