143979-44-6

Basic information

• Product Name: 3-PHENYL-PYRROLIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER
• Synonyms: 3-PHENYL-PYRROLIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER;1-(Tert-butoxycarbonyl)-3-phenylpyrrolidine-2-carboxylic acid;1-(tert-Butoxycarbonyl)-3-phenyl-2-pyrrolidinecarboxylic acid
• CAS NO: 143979-44-6
• Molecular Formula: C₁₆H₂₁NO₄
• Molecular Weight: 291.34
• Mol File: 143979-44-6.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 441.5 °C at 760 mmHg
• Flash Point: 220.8 °C
• Appearance: /
• Density: 1.196 g/cm³
• Vapor Pressure: 1.43E-08mmHg at 25°C
• Refractive Index: 1.548
• Storage Temp.: 2-8°C
• PKA: 3.85±0.40(Predicted)
• CAS DataBase Reference: 3-PHENYL-PYRROLIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 3-PHENYL-PYRROLIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER(143979-44-6)
• EPA Substance Registry System: 3-PHENYL-PYRROLIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER(143979-44-6)

Safety Data

• Hazardous Substances Data: 143979-44-6(Hazardous Substances Data)

Usage

General Description

3-Phenyl-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester is a chemical compound. It falls under the class of phenylpyrrolidines, which are generally polycyclic aromatic compounds containing a benzene ring connected to a pyrrolidine ring through a CC or CN bond. The unique structure of 1,2-dicarboxylic acid 1-tert-butyl ester makes it notable for various chemical reactions and potential applications in different industrial processes. The safety, potential health effects, environmental impact, and other aspects of 3-Phenyl-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester have not been extensively studied and are therefore not well documented. Hence, legal and safety precautions should be undertaken while handling this chemical.

InChI:InChI=1/C16H21NO4/c1-16(2,3)21-15(20)17-10-9-12(13(17)14(18)19)11-7-5-4-6-8-11/h4-8,12-13H,9-10H2,1-3H3,(H,18,19)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 1426559-89-8 C₁₁H₁₃NO₂*ClH 
• 14371-10-9 (E)-3-phenylpropenal 
• 3005-63-8 1-acetyl-5-hydroxy-3-phenyl-pyrrolidine-2,2-dicarboxylic acid diethyl ester 
• 51212-36-3 1-acetyl-3-phenyl-pyrrolidine-2,2-dicarboxylic acid diethyl ester 
• 3005-68-3 trans-3-phenylproline 

Downstream Products

• 1243146-85-1 (2R,3R)-1-tert-butyl 2-methyl 3-phenylpyrrolidine-1,2-dicarboxylate 
• 515173-98-5 (2S,3S)-3-phenyl-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester 
• 731810-63-2 (2R,3R)-N-(tert-butoxycarbonyl)-β-phenylproline 
• 462124-94-3 (2S,3S)-1-(tert-butoxycarbonyl)-3-phenylpyrrolidine-2-carboxylic acid 
• 212612-57-2 methyl (2S,3R)-N-(tert-butoxycarbonyl)-β-phenylprolinate 
• 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

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