1072028-47-7

Basic information

• Product Name: ((S)-1-benzylpyrrolidin-2-yl)diphenylazidomethane
• Synonyms: ((S)-1-benzylpyrrolidin-2-yl)diphenylazidomethane
• CAS NO: 1072028-47-7
• Molecular Weight: 368.481
• Mol File: 1072028-47-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: ((S)-1-benzylpyrrolidin-2-yl)diphenylazidomethane(CAS DataBase Reference)
• NIST Chemistry Reference: ((S)-1-benzylpyrrolidin-2-yl)diphenylazidomethane(1072028-47-7)
• EPA Substance Registry System: ((S)-1-benzylpyrrolidin-2-yl)diphenylazidomethane(1072028-47-7)

Safety Data

• Hazardous Substances Data: 1072028-47-7(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 113304-84-0 N-benzyl-(S)-proline methyl ester 
• 118970-95-9 (S)-1-benzyl-2-(hydroxydiphenylmethyl)pyrrolidine 

Downstream Products

• 1072028-48-8 1-[(2S)-1-benzylpyrrolidin-2-yl]-1,1-diphenylmethanamine 
• 1421699-01-5 (S)-2-(anilinodiphenylmethyl)pyrrolidine 
• 1072028-50-2 (S)-(pyrrolidin-2-yl)diphenylmethanamine 
• 1574647-87-2 (S)-1-((1-benzylpyrrolidin-2-yl)diphenylmethyl)-4-phenyL-1H-1,2,3-triazole 

Relevant articles and documents

Synthesis of three novel chiral diamines derived from (S)-proline and their evaluation as precursors of diazaborolidines for the catalytic borane-mediated enantioselective reduction of prochiral ketones

A series of chiral diazaborolidine catalysts are readily prepared in situ at 75 °C in toluene solvent and under microwave irradiation (100 W, 15 min, air cooling) using chiral diamines derived from inexpensive and commercially available (S)-proline and borane-dimethyl sulfide. Special mention deserves the synthesis of potentially versatile diamine (S)-8 [(S)-(pyrrolidin-2-yl)diphenylmethanamine], with the key step being the conversion of tertiary alcohol (S)-(1-benzylpyrrolidin-2-yl)diphenyl methanol, (S)-12, to azide (S)-13. The chiral diazaborolidine/BH3 reagent system was successfully employed in the enantioselective reduction of prochiral ketones to give the corresponding secondary alcohols in excellent yield and with up to 96% enantiomeric purities.

Novel diarylprolinol-derived amino perfluoroalkanesulfonamide catalysts: Highly Enantio- and diastereoselective aldol reaction

A new series of amino perfluoroalkanesulfonamide compounds derived from diarylprolinols has been developed and found to be efficient catalysts for the reaction of ethyl glyoxylate with 4-(benzyloxy)butanal. The aldol product, obtained in good yield with excellent enantio- and diastereomeric excess, is an intermediate for the synthesis of bis-THF alcohol, which is a commonly used unit in the design of HIV protease inhibitors such as Darunavir.

Synthesis of chiral 2-(anilinophenylmethyl)pyrrolidines and 2-(anilinodiphenylmethyl)pyrrolidine and their application to enantioselective borane reduction of prochiral ketones as chiral catalysts

Chiral diamines, 2-(anilinophenylmethyl)pyrrolidines and 2-(anilinodiphenylmethyl)pyrrolidine, were prepared from N-(tert-butoxycarbonyl) pyrrolidine or (S)-proline as a starting material, respectively. These chiral diamines were efficient for the catalytic enantioselective borane reduction of acetophenone. Using (S)-2-(anilinodiphenylmethyl)pyrrolidine, chiral secondary alcohols were obtained from prochiral ketones with good to excellent enantiomeric excesses (up to 98% ee).