950192-21-9

Basic information

• Product Name: BOC-(S)-proline-2-methylanilide
• Synonyms: BOC-(S)-proline-2-methylanilide
• CAS NO: 950192-21-9
• Molecular Weight: 304.389
• Mol File: 950192-21-9.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: BOC-(S)-proline-2-methylanilide(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-(S)-proline-2-methylanilide(950192-21-9)
• EPA Substance Registry System: BOC-(S)-proline-2-methylanilide(950192-21-9)

Safety Data

• Hazardous Substances Data: 950192-21-9(Hazardous Substances Data)

Upstream product

• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 
• 84890-94-8 (S)-2-Isobutoxycarbonyloxycarbonyl-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 95-53-4 o-toluidine 

Downstream Products

• 245058-20-2 (S)-N-(o-tolyl)pyrrolidine-2-carboxamide 
• 1004960-66-0 C₃₃H₄₀N₄O₃ 
• 950192-22-0 C₁₇H₂₄N₂O₂S 

Relevant articles and documents

A New Class of Amide Ligands Enable Cu-Catalyzed Coupling of Sodium Methanesulfinate with (Hetero)aryl Chlorides

((2S,4R)-4-Hydroxy-N-(2-methylnaphthalen-1-yl)pyrrolidine-2-carboxamide (HMNPC), an amide derived from 4-hydroxy-L-proline and 2-methyl naphthalen-1-amine, is a powerful ligand for Cu-catalyzed coupling of (hetero)aryl halides with sulfinic acid salts, allowing for first time the metal-catalyzed coupling of (hetero)aryl chlorides and NaSO2Me. A considerable number of (hetero)aryl chlorides worked well, providing the pharmaceutically important (hetero)aryl methylsulfones in good to excellent yields.

Screening method for the evaluation of asymmetric catalysts for the reduction of aliphatic ketones

ATH reductions of aliphatic ketones in water catalyzed by ruthenium coordinated by prolinamide ligands produce alcohols with moderate enantiomeric excesses in most cases. A set of seven aliphatic ketones is proposed for a rapid evaluation of the enantioselectivity of catalysts by one-pot multi-substrates reduction. The screening of a library of prolinamides shows that according to the structure of the ketones different ligands give the best asymmetric inductions.

Design of chiral hydroxyalkyl- and hydroxyarylazolinium salts as new chelating diaminocarbene ligand precursors devoted to asymmetric copper-catalyzed conjugate addition

The design and the synthesis of a set of new chiral hy- droxyalkyl- and hydroxyaryl-chelating diaminocarbene ligands is reported. Comparative catalytic studies show the importance of the scaffold design around the NHC unit to obtain a high enantiocontrol in Cu-catalyzed asymmetric conjugate addition (ACA). Whereas low selectivities are observed when the stereogenic centre is placed within the N-heterocyclic ring, an interesting match effect can be observed when central chirality is located within both of the two side chains, which enables up to 92 % ee in the catalysis reaction. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009.