67715-15-5

Upstream product

• 261951-62-6 (S)-N-((S)-1-phenylethyl)-5-oxopyrrolidine-2-carboxamide 
• 1148-11-4 N-Benzyloxycarbonyl-L-proline 
• 167389-05-1 (2S)-2-((1S)-1-phenylethylcarbamoyl)pyrrolidine-1-carboxylic acid benzyl ester 
• 2627-86-3 (S)-1-phenyl-ethylamine 
• 511543-55-8 (2R,5S)-2-trichloromethyl-1-aza-3-oxabicyclo[3.3.0]octane-4,8-dione 
• 149673-13-2 (2S)-pyrrolidine-2-carboxylic acid N-((1S)-1-phenyl-ethyl)-amide 

Downstream Products

• 1621189-30-7 (S)-2-[(S)-1-phenylethyl]-5,6,7,7a-tetrahydro-1H-pyrrolo[1,2-c]imidazol-2-ium hexafluorophosphate 
• 265992-72-1 (5S)-3-[(S)-1-phenylethyl]-2-thioxo-1,3-diazabicyclo[3.3.0]octane 

Relevant academic research and scientific papers

Synthesis and characterization of new chiral azolinium salts, precursors to N-heterocyclic carbenes, derived from l-proline

A short and flexible procedure for the preparation of seven chiral azolinium and five functionalized chiral azolinium salts, precursors to N-heterocyclic carbenes, derived from l-proline has been developed. Moderate to good overall yields were obtained. Some NHC dimers and thiones were isolated. X-ray crystal structure determinations of two [Rh-NHC] complexes were also reported.

Synthesis and characterization of chiral 1,2-diamines from 5-oxo-pyrrolidine-(S)-2-carboxylic acid

Unsymmetrical chiral secondary vicinal diamines were synthesized by applying a modified three-step reaction. The key step in this sequence is a primary amine mediated ring opening reaction of a diastereomeric oxazolidinone derivative. A possible mechanism

Modified guanidines as potential chiral superbases. 1. Preparation of 1,3-disubstituted 2-iminoimidazolidines and the related guanidines through chloroamidine derivatives

Modified guanidines were explored as potential chiral superbases. Thus, chiral 1,3-dimethyl-2-iminoimidazolidines with or without 4,5-diphenyl groups, their guanidinium salts, and the 2-iminoimidazolidines with (S)-1-phenylethyl groups on the ring nitrogens were prepared by treatment of 2-chloroimidazolinium chlorides with appropriate amines. Bicyclic guanidines were also prepared from a prolinamide using a similar procedure.