An Improved and Efficient Process for the Preparation of (+)-cloprostenol

Chirality. 2015 Jun;27(6):392-6. doi: 10.1002/chir.22457. Epub 2015 May 12.

Abstract

An improved and efficient synthesis of (+)-cloprostenol has been accomplished in nine steps and 26% overall yield from commercially available (-)-Corey lactone 4-phenylbenzoate alcohol . The present route avoids tedious purifications and requires only one column chromatography operation, which reduces the generation of waste and is suitable for large-scale preparation.

Keywords: (+)-cloprostenol; Corey lactone; asymmetric reduction; process development; prostaglandin; synthesis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Chromatography, Liquid
  • Cloprostenol / chemical synthesis*
  • Drug Evaluation, Preclinical
  • Molecular Structure
  • Stereoisomerism

Substances

  • Cloprostenol