Patent ID: 8383810
Filing Date: 2013-02-26
Classification: C07D,C07H

Abstract:
1. A process for preparing an azetidinone compound represented by the structural Formula (I): or pharmaceutically acceptable salts or solvates thereof, comprising the steps of: (1) reacting a β-(substituted-amino) compound of Formula (II) with at least one silylating agent and at least one cyclizing agent which is and (2) if one or more or R wherein: X′, Y′ and Z can be the same or different and each is independently selected from the group consisting —CH Q Q —(C —C(O)OR —CH═CH—C(O)R —O—(C —O—(C —O—(C —O—C(O)NR —O—(C —OC(O)—(C —C(O)NR —OC(O)NR wherein X is —O—, —S— or —N(C 1 -C 6 alkyl)-, Y is O or S; R 12 and R 13 are each independently selected from the group consisting of alkyl, alkoxycarbonyl, phenyl, naphthyl, benzyl, substituted phenyl, substituted naphthyl and substituted benzyl, wherein the substituents on the phenyl, naphthyl or benzyl are 1-3 substituents selected from the group consisting of alkyl, alkoxy, phenyl and benzyl; or wherein one of R 12 or R 13 is as defined above and the other is hydrogen, (b) (R (c) R (d) R R and wherein alkenyl and alkynyl, independently at each occurrence, are each optionally substituted with one or more substituents independently selected from the group consisting of halo, alkyl, aryl, cycloalkyl, cyano, heteroaryl, and alkoxy; aryl, cycloalkyl, cycloalkenyl, heteroaryl and heterocyclyl, independently at each occurrence, are each optionally substituted with one or more ring system substituents, wherein each ring system substituent is independently selected from the group consisting of: wherein optionally one or more carbon atoms of the —(C —O—, —C(O)—, —CH═CH—, —C≡C—, —N(alkyl)-, —N(alkylaryl)- or —NH—; G is selected from the group consisting of a sugar residue, disugar residue, trisugar residue, tetrasugar residue, sugar acid amino sugar, an amino acid residue which may be attached at an acid, amine or carbon portion of the amino acid residue, an oligopeptide residue comprising 2 to 9 amino acids, and —S(O) R R each R each R q is 0 or 1; r is 0 or 1; and m, n and p are independently selected from 0, 1, 2, 3 or a provided that at least one of q and r is 1, and the sum of m, n, p, q and r is 1, 2, 3, 4, 5 or 6; and provided that when p is 0 and r is 1, the sum of in, q and n is 1, 2, 3, 4 or 5; and B is selected from the group consisting of: —C(═NH)—NH(alkyl), Y