22029-01-2

Upstream product

• 15050-24-5 N-(benzyloxycarbonyl)glycyl chloride 
• 51-35-4 4R-4-hydroxyproline 
• 2899-60-7 Cbz-Gly-ONSuc 
• 440678-43-3 cis-4-hydroxy-L-prolin-ethyl ester 
• 1138-80-3 N-(Benzyloxycarbonyl)glycine 

Downstream Products

• 24587-32-4 trans-1-glycyl-4-hydroxy-L-proline 
• 516526-78-6 N-(N-benzyloxycarbonylglycyl)-4-hydroxy-L-proline methyl ester 
• 516526-73-1 N-(N-benzyloxycarbonylglycyl)-4-oxo-L-proline 
• 516526-75-3 N-(N-benzyloxycarbonylglycyl)-4-oxo-L-proline methyl ester 
• 516526-74-2 N-(N-benzyloxycarbonylglycyl)-4-oxo-L-proline tert-butyl ester 
• 516526-77-5 N-(N-benzyloxycarbonylglycyl)-4-cis-(methoxycarbonylmethyl)acetamido-L-proline tert-butyl ester 
• 516526-86-6 N-(N-benzyloxycarbonylglycyl)-4-trans-benzyloxycarbonylmethylamino-L-proline 
• 516526-85-5 N-(N-benzyloxycarbonylglycyl)-4-cis-benzyloxycarbonylmethylamino-L-proline methyl ester 
• 516526-84-4 (2S,4S)-4-(Acetyl-carboxymethyl-amino)-1-(2-benzyloxycarbonylamino-acetyl)-pyrrolidine-2-carboxylic acid tert-butyl ester 
• 516526-83-3 N-(N-benzyloxycarbonylglycyl)-cis-4-(benzyloxycarbonylmethyl)acetamido-L-proline tert-butyl ester 
• 915958-47-3 C₃₄H₃₇N₃O₉ 
• 915958-47-3 C₃₄H₃₇N₃O₉ 
• 24587-32-4 cis-1-glycyl-4-hydroxy-L-proline 

Relevant academic research and scientific papers

ANALOGS OF GLYCYL-PROLYL-GLUTAMATE

Embodiments of this invention include novel analogs of Glycyl-Prolyl-Glutamate (GPE) and compositions containing such analogs of GPE. Of these, certain analogs have modified proline residues. Other embodiments of this invention include uses of analogs of GPE to protect neural cells from degeneration and/or death in response to injury or disease. Disorders treatable with compounds and compositions of this invention include hypoxia/ischemia, toxic injury, and chronic neurodegenerative disorders including Parkinson''s disease.

Stereochemistry of the reductive amination of 4-oxoproline derivatives with glycine esters

An amination of 4-oxoproline derivatives with glycine methyl or benzyl ester and sodium cyanoborohydride led to the mixtures of corresponding diastereomeric 4-cis- and 4-trans-glycinoproline derivatives. We found that the ratio of diastereomers mainly depends on the structure of 4-oxoproline ester groups and, to a lesser extent, on the structure of N-acyl substituents. The best results were achieved with tert-butyl ester group; it ensured good yields of the amination products and the greatest prevalence of 4-cis-isomers. The structure of ester group in glycine molecule only scarcely affected the resulting ratio of N-(N-benzyloxycarbonylglycyl)-4-glycinoprolines.