PREPARATION OF TERT-BUTYL 4-((1R,2S,5R)-6-(BENZYLOXY)-7-0X0-1,6-DIAZABICYCL0[3.2.I]OCTANE-2-CARBOXAMIDO)PIPERIDINE-1-CARBOXYLATE

摘要

A process for the preparation of N-protected 6-(piperidin-4-ylcarbamoyl)piperidin-3-yl sulfonates of Formula (III): which comprises contacting a lactone of Formula (II): with an azacycloalkylamine of formula (II-Am): followed by contact with a sulfonyl halide of formula (II-Su): R4-SO2W (II-Su) in the presence of tertiary amine base, wherein PG1 and PG2 are amine protective groups; k, p and q are 0, 1, or 2, and W, R2, R3, R4, R5, R6, R7, R8, and R9 are defined herein. Additional embodiments add a series of process steps leading to the synthesis of 7-oxo-1,6-diazabicyclo[3.2.1]octanes suitable for use as ß-lactamase inhibitors.