171192-72-6

Upstream product

• 100-39-0 benzyl bromide 
• 130930-27-7 (2R,4R)-2-ethoxycarbonyl-4-hydroxy-N-(benzyloxycarbonyl)pyrrolidine 
• 7087-68-5 N-ethyl-N,N-diisopropylamine 
• 2584-71-6 cis-hydroxy-D-proline 
• 6436-90-4 ethyl 2-(benzylamino)acetate 
• 64-17-5 ethanol 
• 77449-94-6 (2R,4R)-4-hydroxypyrrolidine-2-carboxylic acid hydrochloride 
• 51-35-4 4R-4-hydroxyproline 
• 77449-99-1 (2R,4R)-2-ethoxycarbonyl-4-hydroxypyrrolidine hydrochloride 
• 132666-67-2 (2S,4R)-ethyl 4-hydroxypyrrolidine-2-carboxylate 
• 100-44-7 benzyl chloride 

Downstream Products

• 627100-75-8 ethyl (2R,4R)-1-benzyl-4-(4-methylphenylsulfonyloxy)prolinate 
• 635299-91-1 (3R,5R)-1-benzyl-5-(hydroxymethyl)pyrrolidin-3-ol 
• 635299-72-8 (2R,4R)-1-benzyl-4-hydroxypyrrolidine-2-carboxamide 
• 171192-74-8 (2R)-ethyl N¹-benzyl-4-oxopyrrolidine-2-carboxylate 
• 2584-71-6 cis-hydroxy-D-proline 
• 132666-67-2 (2S,4R)-ethyl 4-hydroxypyrrolidine-2-carboxylate 
• 179030-55-8 (2R,4S)-1-Benzyl-4-tert-butoxycarbonylamino-pyrrolidine-2,4-dicarboxylic acid diethyl ester 
• 174266-81-0 (2R,4R) diethyl-1-benzyl-4-(tert-butyloxycarbonylamino) pyrrolidine-2,4-dicarboxylate 
• 178963-35-4 (2R,4S)-4-Amino-1-benzyl-pyrrolidine-2,4-dicarboxylic acid diethyl ester 
• 174266-80-9 diethyl (2R,4R)-1-benzyl-4-aminopyrrolidine-2,4-dicarboxylate 
• 171336-79-1 (2R,4S)-4-amino-4-carboxyproline 
• 169209-63-6 (2R,4R)-4-amino-4-carboxyproline 
• 635299-81-9 [(2R,4R)-1-benzyl-4-[tert-butyl(dimethyl)silyl]oxy-pyrrolidin-2-yl]methanol 
• 627101-20-6 ethyl (2R,4R)-4-azido-1-benzylprolinate 

Relevant academic research and scientific papers

A short diastereoselective synthesis of cis-(2S,4S) and cis-(2R,4R)-4-hydroxyprolines

A concise synthesis of (2R,4R)-4-hydroxyproline (1) and (2S,4S)-4-hydroxyproline (2) has been developed in enantiomerically pure form from commercially available starting materials with excellent diastereoselectivity. The tightly bound chelation controlled transition state formed during the 5-exo-tet ring closure reaction is assumed to be the origin of high diastereoselectivity.

Design and synthesis of APTCs (aminopyrrolidinetricarboxylic acids): Identification of a new group III metabotropic glutamate receptor selective agonist

A new family of mGlu receptor orthosteric ligands called APTCs was designed and synthesized using a parallel chemistry approach. Amongst 65 molecules tested on mGlu4, mGlu6 and mGlu8 subtypes, (2S,4S)-4-amino-1-[(E)-3-carboxyacryloyl]pyrrolidine-2,4-dicar

TRANS PYRROLIDINYL DERIVATIVES AND THEIR PHARMACEUTICAL USE

The present invention relates to the use of trans pyrrolidinyl of the formula (I) or (II) in which: R1, R2or R3 are hydrogen or a carboxy or amino protecting group; R4 to R8 represent hydrogen or an a

MODULATORS OF CELLULAR ADHESION

The present invention provides compounds having formula (I): and pharmaceutically acceptable derivatives thereof, wherein R1-R4, n, p, A, B, D, E, L and AR1 are as described generally and in classes and subclasses herein, and additionally provides pharmaceutical compositions thereof, and methods for the use thereof for the treatment of disorders mediated by the CD11/CD18 family of cellular adhesion molecules (e.g., LFA-1).

Ex-chiral pool synthesis and receptor binding studies of 4-substituted prolinol derivatives

Starting from natural 4-hydroxyproline, preparation of the four possible stereoisomers of 4-amino- and 4-aminomethyl-substituted prolinol derivatives, respectively, was accomplished by chemo- and regioselective functional group transformations at the 2- and 4-positions of the pyrrolidine moiety. These building blocks were used as valuable precursors for the preparation of new methoxybenzamide derivatives. Dopamine and serotonin binding studies involving the subtypes D1, D2long, D2short, D3 and D4 as well as 5-HT1A and 5-HT2, respectively, displayed interesting structure activity relationships, especially with respect to the absolute and relative configuration of the test compounds. As a complement to the D3 receptor preferring aminomethylpyrrolidine FAUC 21, the (2R,4R)-aminoprolinol derivative ent-24 (FAUC 65) preferentially recognizing the D4 subtype was developed.

Pyrrolidinyl di-carboxylic acid derivatives as metabotropic glutamate receptor antagonists

The present invention provides pyrrolidinyl di-carboxylic acid derivatives that affect certain excitatory amino acid receptors, and are useful in the treatment of neurological disorders and psychiatric disorders. This invention further provides novel pyrr

Synthesis of the four isomers of 4-aminopyrrolidine-2,4-dicarboxylate: Identification of a potent, highly selective, and systemically-active agonist for metabotropic glutamate receptors negatively coupled to adenylate cyclase

The four isomers of 4-aminopyrrolidine-2,4-dicarboxylate (APDC) were prepared and evaluated for their effects at glutamate receptors in vitro. (2R,4R)-APDC (2a), an aza analog of the nonselective mGluR agonist (1S,3R)- 1-aminocyclopentane-1,3-dicarboxylat

Asymmetric syntheses of all four isomers of 4-amino-4-carboxyproline: Novel conformationally restricted glutamic acid analogues

Asymmetric syntheses of all four isomers of 4-amino-4-carboxyprolines, i.e. (2S,4S)-3, (2S,4R)-4, and their corresponding enantiomers, as novel conformationally restricted analogues of glutamic acid, were performed from trans-4-hydroxy-L-proline as a homochiral starting material. The key step was the spirohydantoin ring formation by employing the Bucherer-Bergs reaction of 4-oxoproline derivatives. These structures were determined by NMR studies.

PYRROLIDINYL DI-CARBOXYLIC ACID DERIVATIVES AS METABOTROPIC GLUTAMATE RECEPTOR AGONISTS

The present invention provides novel compounds that affect certain excitatory amino acid receptors, and are useful in the treatment of neurological disorders and psychiatric disorders.