facile synthesis of (r,r) and of (r,s) tricarballylic acid anhydride and imide derivatives

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2000
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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 0oC for 24 hrs.
Reference Key
elgazwy2000moleculesfacile Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors ;Abdel-Sattar S. Hamad Elgazwy
Journal Journal of ethnopharmacology
Year 2000
DOI
10.3390/50400665
URL
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