939758-05-1

Basic information

• Product Name: 4-PHENYL-PYRROLIDINE-3-CARBOXYLIC ACID METHYL ESTER
• Synonyms: 4-PHENYL-PYRROLIDINE-3-CARBOXYLIC ACID METHYL ESTER
• CAS NO: 939758-05-1
• Molecular Formula: C12H15NO2
• Molecular Weight: 205.25
• Mol File: 939758-05-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 307.8±42.0 °C(Predicted)
• Appearance: /
• Density: 1.100±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 9.02±0.10(Predicted)
• CAS DataBase Reference: 4-PHENYL-PYRROLIDINE-3-CARBOXYLIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 4-PHENYL-PYRROLIDINE-3-CARBOXYLIC ACID METHYL ESTER(939758-05-1)
• EPA Substance Registry System: 4-PHENYL-PYRROLIDINE-3-CARBOXYLIC ACID METHYL ESTER(939758-05-1)

Safety Data

• Hazardous Substances Data: 939758-05-1(Hazardous Substances Data)

Upstream product

• 61890-01-5 methyl 2-[1-(diphenylmethyl)azetidin-3-ylidene]acetate 
• 98-80-6 phenylboronic acid 
• 438492-33-2 (3S,4S)-1-Benzyl-4-phenyl-pyrrolidine-3-carboxylic acid methyl ester 
• 87813-03-4 (3SR,4SR)methyl 1-benzyl-4-phenylpyrrolidine-3-carboxylate 

Relevant articles and documents

Rhodium-Catalyzed Ring Expansion of Azetidines via Domino Conjugate Addition/N-Directed α-C(sp3)-H Activation

A facile synthetic method for 4-aryl-4,5-dihydropyrrole-3-carboxylates is developed, with a rhodium-catalyzed ring expansion strategy from readily available 2-(azetidin-3-ylidene) acetates and aryl boronic acids. Mechanistic investigations suggest a novel domino conjugate addition/N-directed α-C(sp3)-H activation process. The asymmetric catalytic synthesis of the 4-aryl-4,5-dihydropyrrole-3-carboxylate is realized by using QuinoxP? (91-97% ee). The synthetic utility of this protocol is demonstrated by the synthesis of 3,4-disubstituted or 2,3,4-trisubstituted pyrrolidines with excellent diastereoselectivities.