110958-18-4

Basic information

• Product Name: Pyrrolidine, 1-[(5-oxo-2-pyrrolidinyl)carbonyl]-, (R)- (9CI)
• Synonyms: Pyrrolidine, 1-[(5-oxo-2-pyrrolidinyl)carbonyl]-, (R)- (9CI)
• CAS NO: 110958-18-4
• Molecular Formula: C₉H₁₄N₂O₂
• Molecular Weight: 182.21966
• Product Categories: PYRROLE
• Mol File: 110958-18-4.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Pyrrolidine, 1-[(5-oxo-2-pyrrolidinyl)carbonyl]-, (R)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Pyrrolidine, 1-[(5-oxo-2-pyrrolidinyl)carbonyl]-, (R)- (9CI)(110958-18-4)
• EPA Substance Registry System: Pyrrolidine, 1-[(5-oxo-2-pyrrolidinyl)carbonyl]-, (R)- (9CI)(110958-18-4)

Safety Data

• Hazardous Substances Data: 110958-18-4(Hazardous Substances Data)

Upstream product

• 123-75-1 pyrrolidine 
• 4042-36-8 D-pyrrolidone-5-carboxylic acid 

Downstream Products

• 60419-23-0 (R)-(-)-1-(2-pyrrolidinylmethyl)pyrrolidine 

Relevant articles and documents

Synthesis of chiral diamines using novel 2-trichloromethyloxazolidin-4-one precursors derived from 5-oxo-proline and proline

Efficient syntheses of chiral vicinal diamines derived from (S)-oxo-proline and (S)-proline are described. The novel diastereomerically pure precursor (2R,5S)-2-trichloromethyl-1-aza-3-oxabicyclo-[3.3.0]-octan-4,8-dione 3 and its enantiomer are readily available by reaction of the inexpensive enantiomers of 5-oxo-proline with chloral. Compound 3 reacts with primary and secondary amines to afford the 5-oxo-prolylamides 4 in quantitative yield. In contrast, the (S)-proline-derived precursor (2R,5S)-2-trichloromethyl-1-aza-3-oxabicyclo[3.3.0]octan-4-one 6 gave (S)-N-formylprolylamides 9 and/or (S)-prolylamides 8 depending on the reaction conditions. Upon reduction with LiAlH4, amides 4 and 9 afforded the proline-derived (S)-2-(alkylaminomethyl)pyrrolidines 1 and (S)-N-methyl-2-(alkylaminomethyl)-pyrrolidines 5 in 70-90% yields.