686766-46-1

Basic information

• Product Name: 1,2-Pyrrolidinedicarboxylic acid, 4-[(4-chlorophenyl)methoxy]-, 1-(1,1-dimethylethyl) 2-methyl ester, (2S,4S)-
• CAS NO: 686766-46-1
• Molecular Formula: C18H24ClNO5
• Molecular Weight: 369.845
• Mol File: 686766-46-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1,2-Pyrrolidinedicarboxylic acid, 4-[(4-chlorophenyl)methoxy]-, 1-(1,1-dimethylethyl) 2-methyl ester, (2S,4S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Pyrrolidinedicarboxylic acid, 4-[(4-chlorophenyl)methoxy]-, 1-(1,1-dimethylethyl) 2-methyl ester, (2S,4S)-(686766-46-1)
• EPA Substance Registry System: 1,2-Pyrrolidinedicarboxylic acid, 4-[(4-chlorophenyl)methoxy]-, 1-(1,1-dimethylethyl) 2-methyl ester, (2S,4S)-(686766-46-1)

Safety Data

• Hazardous Substances Data: 686766-46-1(Hazardous Substances Data)

Upstream product

• 51-35-4 4R-4-hydroxyproline 
• 74844-91-0 1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate 
• 40216-83-9 L-4-hydroxyproline methyl ester hydrochloride 
• 874-59-9 4-chlorobenzoyl bromide 
• 74844-91-0 (2S,4S)-N-tert-butoxycarbonyl-4-hydroxyproline methyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 622-95-7 4-chlorobenzyl bromide 

Downstream Products

• 1312082-00-0 C₁₃H₁₆ClNO₃ 
• 686766-47-2 (2S,4S)-1-(tert-butoxycarbonyl)-4-[(4-chlorobenzyl)oxy]-pyrrolidine-2-carboxylic acid 
• 842136-17-8 (2S,4S)-4-(4-Chloro-benzyloxy)-2-methanesulfonyloxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 842136-15-6 (2S,4S)-2-azidomethyl-4-(4-chlorobenzyloxy)pyrrolidine-1-carboxylic acid tert-butyl ester 
• 842136-19-0 (2S,4S)-2-Aminomethyl-4-(4-chloro-benzyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 842136-13-4 (2S,4S)-4-(4-chlorobenzyloxy)-2-hydroxymethylpyrrolidine-1-carboxylic acid tert-butyl ester 

Relevant articles and documents

Part 2: Design, synthesis and evaluation of hydroxyproline-derived α2δ ligands

Conformational constraint has been used to design a potent series of α2δ ligands derived from the readily available starting material (2S,4R)-hydroxy-l-proline. The ligands have improved physicochemistry and potency compared to their linear counterparts (described in our earlier publication) and the lead compound has been progressed to clinical development.

PROLINE DERIVATIVES HAVING AFFINITY FOR THE CALCIUM CHANNEL ALPHA-2-DELTA SUBUNIT

The compounds of formula (I) or a pharmaceutically acceptable salt, solvate or pro-drug thereof, are proline derivatives useful in the treatment of epilepsy, faintness attacks, hypokinesia, cranial disorders, neurodegenerative disorders, depression, anxiety, panic, pain, fibromyalgia, arthritis, neuropathalogical disorders, sleep disorders, visceral pain disorders and gastrointestinal disorders. Processes for the preparation of the final products and intermediates useful in the process are included. Pharmaceutical compositions containing one or more of the compounds are also included. Wherein either X is O, S, NH or CH2 and Y is CH2 or a direct bond, or Y is O, S or NH and X is CH2; and R is a 3-12 membered cycloalkyl, 4-12 membered heterocycloalkyl, heteroaryl or aryl, where any ring may be optionally substituted with one or more substituents independently selected from halogen, hydroxy, cyano, nitro, amino, hydroxycarbonyl, Cl-C6 alkyl, Cl-C6 alkenyl, CI-C6 alkynyl, Cl-C6 alkoxy, hydroxyC,-C6 alkyl, Cl-C6 alkoxyC,-C6 alkyl, perfluoro Cl-C6 alkyl, perfluoroC,-C6 alkoxy, Cl-C6 alkylamino, di- C1-C6 alkylamino, aminoC1-C6 alkyl, Cl-C6 alkylaminoC,-C6 alkyl, di-Cl-C6 alkylaminoC,-C6 alkyl, CI-C6acyl, C1-C6acyloxy, Cl-C6acyloxyC,-C6 alkyl, Cl-C6 acylamino, Cl-C6 alkylthio, C1-C6 alkylthiocarbonyl, C1-C6 alkylthioxo, C1-C6 alkoxycarbonyl, Cl-C6 alkylsulfonyl, C1-C6 alkylsulfonylamino, aminosulfonyl, Cl-C6 alkylaminosulfonyl, di-Cl-C6 alkylaminosulfonyl, 3-8 membered cycloalkyl, 4-8 membered heterocycloalkyl, phenyl and monocyclic heteroaryl; or a pharmaceutically acceptable salt, solvate or pro-drug thereof.