Patent ID: 8106187
Filing Date: 2012-01-31
Classification: C07D,Y02P

Abstract:
1. A process for the manufacture of a macrocyclic compound of formula XXII comprising the steps of (a) of subjecting a diene of formula II to a ring closing metathesis in the presence of a ruthenium (II) carbene complex to form a macrocyclic ester of formula I wherein: R 1 is an amino protecting group, R 2 is C 1-4 -alkyl and X is halogen to a ring closing metathesis reaction in the presence of a ruthenium (II) carbene complex; (b) hydrolyzing the macrocyclic ester of formula I and removing the protecting group PG to form the macrocyclic acid of the formula XX wherein R 1 is an amino protecting group and X is halogen; c) contacting XX with cyclopropyl sulfonamide to form the macrocyclic sulfonamide of formula XXI wherein R 1 is an amino protecting group and X is halogen; and, d) treating the macrocyclic sulfonamide of formula XXI with a sodium base to form the macrocyclic compound of formula XXII.