107496-24-2

Basic information

• Product Name: [(R)-2-(tert-Butyl-dimethyl-silanyl)-1,2-diphenyl-eth-(Z)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine
• Synonyms: [(R)-2-(tert-Butyl-dimethyl-silanyl)-1,2-diphenyl-eth-(Z)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine
• CAS NO: 107496-24-2
• Molecular Weight: 422.686
• Mol File: 107496-24-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: [(R)-2-(tert-Butyl-dimethyl-silanyl)-1,2-diphenyl-eth-(Z)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine(CAS DataBase Reference)
• NIST Chemistry Reference: [(R)-2-(tert-Butyl-dimethyl-silanyl)-1,2-diphenyl-eth-(Z)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine(107496-24-2)
• EPA Substance Registry System: [(R)-2-(tert-Butyl-dimethyl-silanyl)-1,2-diphenyl-eth-(Z)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine(107496-24-2)

Safety Data

• Hazardous Substances Data: 107496-24-2(Hazardous Substances Data)

Upstream product

• 59983-39-0 (S)-1-amino-2-(methoxymethyl)pyrrolidine 
• 107496-25-3 [(R)-2-(tert-Butyl-dimethyl-silanyl)-3-phenyl-prop-(Z)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine 
• 69739-34-0 t-butyldimethylsiyl triflate 
• 107538-62-5 (+)-(S)-1-(1,2-diphenyl-ethylideneamino)-2-methoxymethyl pyrrolidine 
• 451-40-1 phenyl benzyl ketone 
• 89999-42-8 (S)-2-methoxymethyl-1-(3-phenylpropylidenamino)pyrrolidine 
• 60096-50-6 (S)-N-Nitroso-O-methylprolinol 

Downstream Products

• 107496-35-5 (-)-(R)-2-(t-Butyldimethylsilyl)-1,2-diphenylethanone 
• 60096-50-6 (S)-N-Nitroso-O-methylprolinol 

Relevant articles and documents

Regio- and enantioselective synthesis of α-silyl aldehydes and ketones via SAMP/RAMP hydrazones

An efficient, highly regio- and enantioselective methodology for the synthesis of α-silyl aldehydes and ketones 2 and 6 using two different procedures was developed. Direct α-silylation of the azaenolates derived from SAMP/RAMP hydrazones 3 with various silyl trifluoromethanesulfonates resulted after oxidative removal of the chiral auxiliary in highly enantiomerically enriched α-silyl aldehydes and ketones (R)- or (S)-2. Alternatively, hydrazones 5 derived from acetaldehyde or methyl ketones were initially α-silylated followed by highly diastereoselective α-alkylation with suitable electrophiles. The latter variant allows the regiocontrolled synthesis of α-silyl ketones (S)-6 with high enantiomeric purity, not available by direct α-silylation of unsymmetrical ketone hydrazones. The absolute configuration of the resultant α-silyl carbonyl compounds 2 and 6 was derived from earlier mechanistic investigations of electrophilic substitutions via deprotonated SAMP/RAMP hydrazones and was unambiguously assigned by X-ray-crystallographical analysis of the α-silyl-SAMP hydrazone (S,R)-4c. VCH Verlagsgesellschaft mbH, 1996.