Elsevier

Tetrahedron Letters

Volume 33, Issue 17, 17 April 1992, Pages 2299-2302
Tetrahedron Letters

Chemoselective deprotection of benzyl esters in the presence of benzyl ethers, benzyloxymethyl ethers and n-benzyl groups by catalytic transfer hydrogenation

https://doi.org/10.1016/S0040-4039(00)74195-5Get rights and content

Abstract

-COOBn, -PO(OH)OBn, -O-CBz and -N-CBz groups are efficiently and chemoselectively deprotected in the presence of Bn and BOM ethers and N-Bn groups by hydrogenolysis under catalytic transfer hydrogenation using 10 % palladium on carbon as the catalyst and cyclohexadiene as the hydrogen donor.

-COOBn, -PO(OH)OBn, -O-CBz and -N-CBz groups are efficiently and chemoselectively deprotected in the presence of Bn and BOM ethers and N-Bn groups by hydrogenolysis under catalytic transfer hydrogenation using 10 % palladium on carbon as the catalyst and cyclohexadine as the hydrogen donor.

  1. Download : Download full-size image

References (12)

  • T.W. Green et al.
    (1991)
  • Y.-K. Shue et al.

    J. Org. Chem.

    (1991)
  • S. Hanessian et al.

    Synthesis

    (1981)
  • R.C. Bernotas et al.

    Synth. Commun.

    (1990)
  • P.S. Liu

    J. Org. Chem.

    (1987)
  • T.R. Kelly et al.

    J. Org. Chem.

    (1979)
There are more references available in the full text version of this article.

Cited by (58)

  • Chemical Wastes in the Peptide Synthesis Process and Ways to Reduce Them

    2022, Iranian Journal of Pharmaceutical Research
View all citing articles on Scopus
View full text