210420-48-7

Basic information

• Product Name: RACEMIC BOC-CIS-3-PHENYL-PYRROLIDINE-2-CARBOXYLIC ACID
• Synonyms: RACEMIC BOC-CIS-3-PHENYL-PYRROLIDINE-2-CARBOXYLIC ACID;Boc-cis-DL-3-phenyl-Pro-OH;Racemic Boc-trans-3-phenyl-pyrrolidine-2-carboxylic acid;DL-BOC-cis-3-Phenyl-pyrrolidine-2-carboxylic acid
• CAS NO: 210420-48-7
• Molecular Formula: C16H21NO4
• Molecular Weight: 291.34
• Mol File: 210420-48-7.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 441.5±45.0 °C(Predicted)
• Appearance: /
• Density: 1.196±0.06 g/cm3(Predicted)
• PKA: 3.85±0.40(Predicted)
• CAS DataBase Reference: RACEMIC BOC-CIS-3-PHENYL-PYRROLIDINE-2-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: RACEMIC BOC-CIS-3-PHENYL-PYRROLIDINE-2-CARBOXYLIC ACID(210420-48-7)
• EPA Substance Registry System: RACEMIC BOC-CIS-3-PHENYL-PYRROLIDINE-2-CARBOXYLIC ACID(210420-48-7)

Safety Data

• Hazardous Substances Data: 210420-48-7(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Uses

DL-BOC-cis-3-Phenyl-pyrrolidine-2-carboxylic Acid is an intermediate used in the preparation of macrocyclic phenylproline-derived sandostatin mimics.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 144564-13-6 4S,5S-1-t-butoxycarbonyl-5-t-butyldiphenylsiloxymethyl-4-phenylpyrrolidine-2-one 
• 118758-49-9 (2S,3S)-3-phenyl-pyrrolidine-2-carboxylic acid 
• 51212-36-3 1-acetyl-3-phenyl-pyrrolidine-2,2-dicarboxylic acid diethyl ester 
• 3005-63-8 1-acetyl-5-hydroxy-3-phenyl-pyrrolidine-2,2-dicarboxylic acid diethyl ester 
• 14371-10-9 (E)-3-phenylpropenal 
• 1243146-85-1 (2R,3R)-1-tert-butyl 2-methyl 3-phenylpyrrolidine-1,2-dicarboxylate 
• 143979-44-6 1-(tert-butoxycarbonyl)-3-phenylproline 
• 1426559-89-8 C₁₁H₁₃NO₂*ClH 
• 515173-98-5 (2S,3S)-3-phenyl-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester 
• 1187592-02-4 C₁₆H₂₁NO₃ 
• 212612-57-2 methyl (2S,3R)-N-(tert-butoxycarbonyl)-β-phenylprolinate 
• 210420-48-7 (2RS,3SR)-N-(tert-butoxycarbonyl)-β-phenylproline 
• 528607-25-2 (2S,3R)-3-Phenyl-pyrrolidine-2-carboxylic acid ethyl ester 

Downstream Products

• 123724-21-0 (2S,3R)-1-(tert-butoxycarbonyl)-3-phenylpyrrolidine-2-carboxylic acid 
• 123724-32-3 (2R,3S)-1-(tert-butoxycarbonyl)-3-phenylpyrrolidine-2-carboxylic acid 

Relevant articles and documents

Intermediate used for synthesis of (2S, 3R)-3-substituted phenyl pyrrolidine-2-carboxylic acid, and preparation method and applications thereof

The invention relates to an intermediate used for synthesis of (2S, 3R)-3-substituted phenyl pyrrolidine-2-carboxylic acid, and a preparation method and applications thereof. The preparation method ismainly used for solving a technical problem that no app

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