[Synthesis of diethyl N-[p-(methylamino)benzoyl]-L-glutamate]

Beijing Da Xue Xue Bao Yi Xue Ban. 2008 Aug 18;40(4):443-5.
[Article in Chinese]

Abstract

Objective: To find a best synthesis method of diethyl N-[p-(methylamino)benzoyl]-L-glutamate(1).

Methods: Using diethyl N-(p- aminobenzoyl)-L-glutamate (2) as a starting material via a one-pot process of benzylation and methylation, the diethyl N-[p-(methylamino)benzoyl ]-L-glutamate (3) is prepared in high yield. Then compound 1 was conveniently obtained from debenzylation of compound 3 by Pd/C.

Results: The target compound was obtained through 2-step reaction in 88% overall yield in only 6 h, and its structure was identified by 1HNMR and MS.

Conclusion: It is a convenient and efficient method of preparation of diethyl N-[p-(methylamino)benzoyl]-L-glutamate.

Publication types

  • English Abstract
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Glutamates / chemical synthesis*
  • Glutamates / chemistry*

Substances

  • Glutamates
  • diethyl N-(p-(methylamino)benzoyl)-L-glutamate
  • glutamic acid diethyl ester