An improved large scale procedure for the preparation of N-Cbz amino acids

Ashok D. Pehere, Andrew D. Abell

Research output: Contribution to journalArticlepeer-review

17 Scopus citations

Abstract

A simple and scalable method for the preparation of N-Cbz protected amino acids is presented which uses a mixture of aqueous sodium carbonate and sodium bicarbonate to maintain the appropriate pH during the addition of benzyl chloroformate. The method has been extended to other N-protections and is amenable to large scale preparation of an intermediate toward Zofenopril, an ACE inhibitor.

Original languageEnglish (US)
Pages (from-to)1493-1494
Number of pages2
JournalTetrahedron Letters
Volume52
Issue number13
DOIs
StatePublished - Mar 30 2011

Bibliographical note

Funding Information:
We thank Dr. Vinayak Gore (Mylan India Private Limited) for carrying out the large scale reactions. The authors acknowledge the financial support of an ARC DP grant (A.D.A.) and the University of Adelaide for an AFSI scholarship to A.D.P.

Keywords

  • Large scale
  • N-Cbz amino acids
  • Synthesis
  • Zofenopril

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