Synthesis of a C11 spiropiperidino derivative of 8-chloro-6,11- dihydro 5H-benzo[5,6]cyclohepta[1,2-b]pyridine

Journal Article

A method using N-tosyl aziridine for the synthesis of a spiropiperidine 2 (R=H) is described. Cleavage of the N-tosyl group of the intermediate 8 to form the spiropiperidinone 9 was found to proceed in high yield with conc. sulfuric acid. Acylated derivatives of 2 were required for a structure- activity study aimed at defining the spatial requirements of the N-acyl residue in the lead Farnesyl-Protein-Transferase inhibitor 1.

Full Text

Duke Authors

Cited Authors

  • Afonso, A; Kelly, J; Puar, MS; McCombie, S; McPhail, AT

Published Date

  • October 15, 1998

Published In

Volume / Issue

  • 39 / 42

Start / End Page

  • 7661 - 7664

International Standard Serial Number (ISSN)

  • 0040-4039

Digital Object Identifier (DOI)

  • 10.1016/S0040-4039(98)01714-6

Citation Source

  • Scopus