Flexible total synthesis of biphenomycin B

Chem Commun (Camb). 2008 Nov 21:(43):5562-4. doi: 10.1039/b811583d. Epub 2008 Sep 25.

Abstract

A total synthesis of the biaryl antibiotic biphenomycin B is reported which makes use of three independent building blocks (key steps were a clean Suzuki-Miyaura coupling of a free acid iodide, a novel 4-hydroxyornithine synthesis, and a high-yielding macrolactamization); a practical deprotection protocol allowed isolation of the target compound with excellent recovery and purity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Molecular Structure
  • Peptides, Cyclic / chemical synthesis*
  • Peptides, Cyclic / chemistry
  • Stereoisomerism

Substances

  • Peptides, Cyclic
  • biphenomycin B