Facile Synthesis of (R,R) and of (R,S) Tricarballylic Acid Anhydride and Imide Derivatives

doi:10.3390/50400665

This article is

freely available
re-usable

Molecules 2000, 5(4), 665-673; doi:10.3390/50400665

Article

Facile Synthesis of (R,R) and of (R,S) Tricarballylic Acid Anhydride and Imide Derivatives

Abdel-Sattar S. Hamad Elgazwy

Department of Chemistry, Faculty of Science, University of Ain Shams, Abbassia 11566, Cairo, Egypt

Received: 17 May 1999; in revised form: 23 March 2000 / Accepted: 3 April 2000 / Published: 15 April 2000

Download PDF Full-Text [52 KB, uploaded 15 October 2008 15:59 CEST]

Abstract: The diastereomeric mixture of (R)-2-(methoxycarbonylmethyl)-N-(R)-1-(1-phenylethyl) succinimide 11s and (S)-2-(methoxycarbonylmethyl)-N-(R)-1-(1-phenylethyl) succinimide 11a was synthesized by reaction of 2-(carboxymethyl)succinic anhydride 6 with (R)-(α)-methylbenzylamine in dry THF/room temperature/24 hrs. The diastereomeric mixture of 1-[(R)-(α)-Methylbenzylamideformyl)]propane-2,3-dicarboxylic acid anhydride 9s and 1-[(R)-(α)-methylbenzylamideformyl)]propane-2,3-dicarboxylic acid anhydride 9a was isolated as an intermediate under the reaction conditions. This diastereomeric mixture 9s/9a was also prepared by a different route via reaction of 1-(chloroformyl)propane-2,3-dicarboxylic acid anydride 12 with (R)-(α)-methylbenzylamine in the presence of DMA at 0^oC for 24 hrs.

Keywords: Fumonisin; AAL Toxin TA; Actinoplanic acid; Diastereomers of Tricarballylic acid; Sphingosine analogs

Article Statistics

Click here to load and display the download statistics.

Cite This Article

MDPI and ACS Style

Elgazwy, A.-S.S.H. Facile Synthesis of (R,R) and of (R,S) Tricarballylic Acid Anhydride and Imide Derivatives. Molecules 2000, 5, 665-673.

AMA Style

Elgazwy A-SSH. Facile Synthesis of (R,R) and of (R,S) Tricarballylic Acid Anhydride and Imide Derivatives. Molecules. 2000; 5(4):665-673.

Chicago/Turabian Style

Elgazwy, Abdel-Sattar S.H. 2000. "Facile Synthesis of (R,R) and of (R,S) Tricarballylic Acid Anhydride and Imide Derivatives." Molecules 5, no. 4: 665-673.

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert