540485-22-1

Basic information

• Product Name: (S)-N-(1-cyano-1-phenylethyl)-P,P-diphenylphosphinamide
• Synonyms: (S)-N-(1-cyano-1-phenylethyl)-P,P-diphenylphosphinamide
• CAS NO: 540485-22-1
• Molecular Weight: 346.368
• Mol File: 540485-22-1.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: (S)-N-(1-cyano-1-phenylethyl)-P,P-diphenylphosphinamide(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-N-(1-cyano-1-phenylethyl)-P,P-diphenylphosphinamide(540485-22-1)
• EPA Substance Registry System: (S)-N-(1-cyano-1-phenylethyl)-P,P-diphenylphosphinamide(540485-22-1)

Safety Data

• Hazardous Substances Data: 540485-22-1(Hazardous Substances Data)

Upstream product

• 7677-24-9 trimethylsilyl cyanide 
• 82572-06-3 P,P-diphenyl-N-(1-phenylethylidene)phosphinic amide 
• 74-90-8 hydrogen cyanide 
• 82944-84-1 N-[(1E)-1-phenylethylidene]-P,P-diphenylphosphinic amide 
• 613-91-2 acetophenone oxime 
• 98-86-2 acetophenone 

Downstream Products

• 5933-41-5 methyl (S)-2-amino-2-phenylpropanoate 

Relevant articles and documents

General and practical catalytic enantioselective Strecker reaction of ketoimines: Significant improvement through catalyst tuning by protic additives

Significant improvement in enantioselectivity and catalyst activity was achieved for the catalytic enantioselective Strecker reaction. Using a catalyst (1-2.5mol%) prepared from Gd(OiPr)3 and D-glucose derived ligand 1, and in the pr

Facile and efficient enantioselective strecker reaction of ketimines by chiral sodium phosphate

A facile and efficient enantioselective Strecker reaction of ketimines catalyzed by a chiral alkali-metal salt has been developed. When 10 mol% BNPNa (BNP=1,1'-binaphthyl-2,2'-diylphosphate) prepared in situ and 10 mol% para-tert-butylortho-adamantylphenol (PBAP) were introduced into the reaction, up to 96% yield and up to 95% ee (ee=enantiomeric excess) were obtained. Both aliphatic and aromatic ketimines, especially sterically bulky cyclic ketimines derived from β-acetonaphthone, α-indanone, and α-tetralone were found suitable for this reaction. On the basis of the experimental results and previous reports, trimethylsilyl cyanide (TMSCN) was indicated to be the real reactive nucleophile despite the existence of PBAP, and a possible working model was proposed to explain the origin of the asymmetric induction. The facile availability of 1,1'-binaphthyl-2,2'-diylphosphoric acid (BNPH) and the simplicity of the procedure are beneficial for practical applications.

Enantioselective Strecker reaction of phosphinoyl ketoimines catalyzed by in situ prepared chiral N,N′-dioxides

The enantioselective Strecker reaction of N-diphenylphosphinoyl ketoimines has been achieved by use of in situ prepared chiral N,N′-dioxide catalyst from L-piperidinamide 3f and m-chloroperoxybenzoic acid (m-CPBA). Excellent yields (up to 99%) and high enantioselectivities (up to 92% ee) were obtained. In particular, in situ prepared catalyst with readily available chiral material made the procedure more convenient. Moreover, the L-piperidinamide 3f-derived N,N′-dioxide 9 could be recycled and reused at least five times without any loss of either catalytic activity or enantioselectivity.