443984-28-9

Basic information

• Product Name: 1-Pyrrolidinecarboxylic acid, 2-(hydroxymethyl)-4,4-dimethyl-, phenylmethyl ester, (2S)-
• CAS NO: 443984-28-9
• Molecular Formula: C15H21NO3
• Molecular Weight: 263.337
• Mol File: 443984-28-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1-Pyrrolidinecarboxylic acid, 2-(hydroxymethyl)-4,4-dimethyl-, phenylmethyl ester, (2S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Pyrrolidinecarboxylic acid, 2-(hydroxymethyl)-4,4-dimethyl-, phenylmethyl ester, (2S)-(443984-28-9)
• EPA Substance Registry System: 1-Pyrrolidinecarboxylic acid, 2-(hydroxymethyl)-4,4-dimethyl-, phenylmethyl ester, (2S)-(443984-28-9)

Safety Data

• Hazardous Substances Data: 443984-28-9(Hazardous Substances Data)

Upstream product

• 501-53-1 benzyl chloroformate 
• 212890-85-2 (S)-(+)-(4,4-dimethylpyrrolidin-2-yl)methan-1-ol 
• 156088-46-9 (5S)-3,3-dimethyl-5-hydroxymethylpyrrolidin-2-one 
• 133390-85-9 3,3-dimethyl-5-hydroxymethyl-2-pyrrolidinone 
• 156088-45-8 (5S)-1-aza-2,2-dimethyl-7,7-dimethyl-3-oxa-8-oxo-bicyclo[3.3.0]octane 

Downstream Products

• 891183-50-9 4,4-dimethyl-L-proline 

Relevant articles and documents

4,4′-Disubstituted L-prolines as highly enantioselective catalysts for direct aldol reactions

A new series of 4,4′-disubstituted prolines (1a-h) has been developed and tested as organocatalysts in the direct catalytic asymmetric aldol reaction of several aliphatic ketones with aldehydes. Catalyst 1g affords the best enantioselectivities for this transformation. The reaction was carried out in DMF using a catalyst loading of 10 mol% at -10°C to give the aldol products in up to 97% ee for acetone. In the cases of cyclohexanone and cyclopentanone, the corresponding anti-products were obtained in 94% ee.

Heteroaryl-substituted pyrrole derivatives, their preparation and their therapeutic uses

Compounds having activity against production of an inflammatory cytokine of formula (I)′: 1A′ is pyrrole; R1′ is phenyl or naphthyl; R2′ is pyridyl or pyrimidinyl; R3′ is (IIa)′, (IIb)′ or (IIc)′: 2m′ is 1; E′ is nitrogen; D′ is >C(R5′)—, R5′ is hydrogen, Substituent α′ or Substituent β′; B′ is nitrogen-containing 5-membered heterocyclic; R4′ is 1 to 3 substituents from Substituent α′, Substituent β′ and Substituent γ′; R1′ and R3′ are bonded to two atoms of the pyrrole adjacent to the pyrrole atom bonded to R2′; Substituent α′ is hydroxyl, nitro, cyano, halogen, alkoxy, halogeno alkoxy, alkylthio, halogeno alkylthio or —NRa′Rb′; Ra′ and Rb′ are hydrogen, alkyl, alkenyl, alkynyl, aralkyl or alkylsulfonyl, or Ra′ and Rb′ with the nitrogen atom form a heterocyclyl; Substituent β′ is alkyl, alkenyl, alkynyl, aralkyl or cycloalkyl; Substituent γ′ is oxo, hydroxyimino, alkoxyimino, alkylene, alkylenedioxy, alkylsulfinyl, alkylsulfonyl, aryl, aryloxy, alkylidenyl or aralkylidenyl.