316172-63-1

Basic information

• Product Name: (2R,3R)-2-Benzyloxy-3-tert-butoxycarbonylamino-4-hydroxy-butyric acid methyl ester
• CAS NO: 316172-63-1
• Molecular Weight: 339.389
• Mol File: 316172-63-1.mol

Chemical Properties

• CAS DataBase Reference: (2R,3R)-2-Benzyloxy-3-tert-butoxycarbonylamino-4-hydroxy-butyric acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R)-2-Benzyloxy-3-tert-butoxycarbonylamino-4-hydroxy-butyric acid methyl ester(316172-63-1)
• EPA Substance Registry System: (2R,3R)-2-Benzyloxy-3-tert-butoxycarbonylamino-4-hydroxy-butyric acid methyl ester(316172-63-1)

Safety Data

• Hazardous Substances Data: 316172-63-1(Hazardous Substances Data)

Upstream product

• 95715-87-0 (R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine 
• 316172-60-8 4-(1-benzyloxy-allyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 768387-35-5 (4R)-4-(1-hydroxy-allyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 

Downstream Products

• 205309-81-5 L-erythro-β-benzyloxyaspartate 

Relevant articles and documents

Syntheses of optically pure β-hydroxyaspartate derivatives as glutamate transporter blockers

DL-threo-β-Benzyloxyaspartate (DL-TBOA) is a non-transportable blocker of the glutamate transporters that serves as an indispensable tool for the investigation of the physiological roles of the transporters. To examine the precise interaction between a blocker and the transporters, we synthesized the optically pure isomers (L- and D-TBOA) and its erythro-isomers. L-TBOA is the most potent blocker for the human excitatory amino acid transporters (EAAT1-3), while D-TBOA revealed a difference in the pharmacophores between EAAT1 and EAAT3. We also synthesized the substituent variants (methyl or naphthylmethyl derivatives) of L-TBOA. The results obtained here suggest that bulky substituents are crucial for non-transportable blockers. (C) 2000 Elsevier Science Ltd.