A green synthesis in water of novel (1,5,3-dithiazepan-3-yl)alkanoic acids by the multicomponent reaction of amino acids, CH2O, and 1,2-ethanedithiol

Mol Divers. 2016 May;20(2):557-65. doi: 10.1007/s11030-016-9656-0. Epub 2016 Jan 29.

Abstract

A library of new (1,5,3-dithiazepan-3-yl)alkanoic acids was prepared by the multicomponent cyclocondensation of amino acids, formaldehyde, and 1,2-ethanedithiol in water at room temperature for 1 to 5 h in high yields. This green procedure offers several advantages such as an operational simplicity, no catalyst, and no production of hazardous materials.

Keywords: (1,5,3-Dithiazepan-3-yl)alkanoic acids; Amino acids; Green synthesis; MRCs; Multicomponent reaction; Water.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acids / chemistry*
  • Carboxylic Acids / chemical synthesis*
  • Carboxylic Acids / chemistry*
  • Catalysis
  • Chemistry Techniques, Synthetic
  • Formaldehyde / chemistry*
  • Green Chemistry Technology
  • Mercaptoethanol / analogs & derivatives*
  • Mercaptoethanol / chemistry
  • Solubility
  • Water / chemistry*

Substances

  • Amino Acids
  • Carboxylic Acids
  • Water
  • Formaldehyde
  • Mercaptoethanol
  • 1,2-ethanedithiol