207804-37-3

Upstream product

• 930-30-3 cyclopent-2-enone 
• 207804-33-9 (S)-2-Benzyloxycarbonylamino-2-hydroxymethyl-hex-5-enoic acid methyl ester 
• 207804-32-8 (2R,4S)-4-But-3-enyl-2-tert-butyl-3-formyl-oxazolidine-4-carboxylic acid methyl ester 
• 207804-35-1 (1S,2S,5S,7S)-2-Amino-bicyclo[3.2.0]heptane-2,7-dicarboxylic acid dimethyl ester 
• 207804-36-2 (1R,2S,5R,7R)-2-Amino-bicyclo[3.2.0]heptane-2,7-dicarboxylic acid dimethyl ester 

Relevant academic research and scientific papers

A short synthesis of both enantiomers of 2-aminobicyclo[3.2.0]heptane-2,7-dicarboxylic acid

A concise method is reported for the synthesis of 2-aminobicyclo[3.2.0]heptane-2,7-dicarboxylic acid, a close analogue of the glutamate receptor ligand LY354740, in both enantiomeric forms. The strategy features the creation of the core structure at the start of the synthesis via a photochemical [2 + 2] cycloaddition reaction, an efficient resolution procedure using a chiral oxazolidinone, and requires only minimal purification of the synthetic intermediates. The title compounds showed little or no affinity for the mGlu2 and mGlu3 receptors.

Synthesis and metabotropic glutamate receptor activity of a 2- aminobicyclo[3.2.0]Heptane-2,5-dicarboxylic acid, a molecule possessing an extended glutamate conformation

A photochemical approach to the synthesis of the aminobicycloheptane 6a is reported. This compound assumes an extended glutamate conformation, and for this reason was created to further probe the structural features relevant to achieving selectivity for the subtypes of the metabotropic glutamate family of receptors.