515173-98-5

Upstream product

• 246869-32-9 3-Phenyl-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester 
• 515173-95-2 (2S,3S)-2-tert-butoxycarbonylamino-5-methanesulfonyloxy-3-phenyl-pentanoic acid methyl ester 
• 95715-87-0 (R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine 
• 134525-18-1 (2E',4S)-4-(2'-ethoxycarbonyl-vinyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 515173-89-4 (1'S,4S)-4-(3'-hydroxy-1'-phenyl-propyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 515173-86-1 (1'S,4S)-4-(2'-ethoxycarbonylmethyl-1'-phenyl-ethyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 515173-92-9 (1'S,4S)-4-(3'-methanesulfonyloxy-1'-phenylpropyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 14371-10-9 (E)-3-phenylpropenal 
• 24424-99-5 di-tert-butyl dicarbonate 
• 51212-36-3 1-acetyl-3-phenyl-pyrrolidine-2,2-dicarboxylic acid diethyl ester 
• 3005-68-3 trans-3-phenylproline 
• 771452-35-8 3-Phenyl-pyrrolidine-2-carboxylic acid methyl ester 
• 1426559-89-8 C₁₁H₁₃NO₂*ClH 
• 143979-44-6 1-(tert-butoxycarbonyl)-3-phenylproline 

Downstream Products

• 462124-94-3 (2S,3S)-1-(tert-butoxycarbonyl)-3-phenylpyrrolidine-2-carboxylic acid 

Relevant academic research and scientific papers

1-(CYCLOALKYL-CARBONYL)PROLINE DERIVATIVE

A compound represented by formula (1) (in the formula: ring-D represents a three- to eight-membered hydrocarbon ring; Ra represents an optionally substituted amino C1-6 alkyl group or the like; Rb1 and Rb2 each independently represent a hydrogen atom, a halogen atom, or the like; Rc represents an optionally substituted C6-10 aryl group or the like; Rd represents a hydrogen atom or the like; and ring-Q represents a (hetero)aryl group or the like which may be substituted with a carboxyl group or the like) or a pharmaceutically acceptable salt thereof exhibits an excellent FXIa inhibitory activity, and is useful as a therapeutic agent against thrombosis or the like.

Access to enantiomerically pure cis- and trans-β-phenylproline by high-performance liquid chromatography resolution

The preparation of all four stereoisomers of the proline analog that bears a phenyl group attached to the β carbon either cis or trans to the carboxylic acid (cis- and trans-β-phenylproline, respectively) has been addressed. The methodology developed allows access to multigram quantities of the target amino acids in enantiomerically pure form and suitably protected for use in peptide synthesis. Racemic precursors of cis-β-phenylproline and trans-β-phenylproline were prepared from easily available starting materials and subjected to high-performance liquid chromatography enantioseparation. Semipreparative columns (250 × 20 mm) containing chiral stationary phases based on amylose (Chiralpak IA) (Daicel-Chiral Technologies Europe, Illkirch, France) or cellulose (Chiralpak IC) were used respectively for the resolution of the cis- and trans-β-phenylproline precursors. Chirality, 24:1082-1091, 2012. 2012 Wiley Periodicals, Inc. Copyright

An efficient method for the stereoselective synthesis of cis-3-substituted prolines: Conformationally constrained α-amino acids

An efficient synthesis of enantiomerically pure cis-3-substituted prolines is reported. Key steps involve the stereoselective organocuprate addition to the (E)-α,β-unsaturated ester 1, obtained from the Garner's aldehyde, and expedient oxidation-cyclizati

A convenient synthetic route to macrocyclic cis-3-phenylproline derivatives as mimics of Sandostatin

Enantiomerically pure 14- and 20-membered cyclic proline derivatives 2a- d were conveniently prepared from cis-3-phenylproline using macrolactonisation or macrolactamisation reactions.