Back to results
US 2004/0106826 A1Published application
Process for synthesizing L--methylene glutamic acid and analogs
AssigneeBioNumerik Pharmaceuticals, Inc.
InventorsHarry Kochat, Xinghai Chen, Ye Wu, Qiuli Huang, Jianyan Wang, Vincent Gerusz
Life of this patent
Estimating the term…
Abstract
A process for synthesizing substantially enantiomerically pure L-amino acids, particularly L- -methylene glutamic acid, and esters and salts thereof. The process includes the derivatization of (2S)-pyroglutamic acid, and the decyclization of the resulting derivative to form the desired end product.
Claims7
A process for synthesizing substantially enantiomerically pure 4-methylene-L-glutamic acid and analogs thereof, said process comprising the steps of:
- a. providing a (2S)-pyroglutamic acid or a derivative thereof as a starting material;
- b. converting the starting material to a 4-enamine derivative thereof;
- c. hydrolyzing the 4-enamine derivative to a 4-hydroxymethylidene derivative thereof;
- and
- d. reducing the 4-hydroxymethylidene derivative to a 4-methylene derivative of pyroglutamic acid or an ester thereof;
- e. reacting the 4-methylene pyroglutamic acid with a strong base to form linear 4-methylene glutamic acid, or esters and salts thereof.
3 more elements
Dependencies are inferred from the claim text.