1315512-56-1

Basic information

• Product Name: (+)-tert-butyl (R)-2-(3,4-dimethoxyphenyl)pyrrolidine-1-carboxylate
• Synonyms: (+)-tert-butyl (R)-2-(3,4-dimethoxyphenyl)pyrrolidine-1-carboxylate
• CAS NO: 1315512-56-1
• Molecular Weight: 307.39
• Mol File: 1315512-56-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (+)-tert-butyl (R)-2-(3,4-dimethoxyphenyl)pyrrolidine-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-tert-butyl (R)-2-(3,4-dimethoxyphenyl)pyrrolidine-1-carboxylate(1315512-56-1)
• EPA Substance Registry System: (+)-tert-butyl (R)-2-(3,4-dimethoxyphenyl)pyrrolidine-1-carboxylate(1315512-56-1)

Safety Data

• Hazardous Substances Data: 1315512-56-1(Hazardous Substances Data)

Upstream product

• 583825-39-2 4-(3,4-Dimethoxyphenyl)butyl azide 
• 24424-99-5 di-tert-butyl dicarbonate 
• 1241683-59-9 (+)-(R)-2-(3,4-dimethoxyphenyl)pyrrolidine 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 91640-98-1 5-(3,4-dimethoxyphenyl)-3,4-dihydro-2H-pyrrole 

Relevant articles and documents

Enantioselective intramolecular C-H amination of aliphatic azides by dual ruthenium and phosphine catalysis

The catalytic enantioselective intramolecular C(sp3)-H amination of aliphatic azides represents an efficient method for constructing chiral saturated cyclic amines which constitute a prominent structural motif in bioactive compounds. We report a dual catalytic system involving a chiral-at-metal bis(pyridyl-NHC) ruthenium complex and tris(4-fluorophenyl)phosphine (both 1 mol%), which facilitates the cyclization of aliphatic azides to chiral α-aryl pyrrolidines with enantioselectivities of up to 99% ee, including a pyrrolidine which can be converted to the anti-tumor alkaloid (R)-(+)-crispine. Mechanistically, the phosphine activates the organic azide to form an intermediate iminophosphorane and transfers the nitrene unit to the ruthenium providing an imido ruthenium intermediate which engages in the highly stereocontrolled C-H amination. This dual catalysis combines ruthenium catalysis with the Staudinger reaction and provides a novel strategy for catalyzing enantioselective C-H aminations of unactivated aliphatic azides.

Highly effective asymmetric hydrogenation of cyclic N -alkyl imines with chiral cationic Ru-MsDPEN catalysts

A range of cyclic N-alkyl imines were efficiently hydrogenated by using a chiral cationic Ru(η6-cymene)(MsDPEN)(BArF) complex (MsDPEN = N-(methanesulfonyl)-1,2-diphenylethylenediamine) in high yields and up to 98% ee. A one-pot synthesis of chiral 2-phenylpyrrolidine via reductive amination was also developed.