1586870-17-8

Basic information

• Product Name: N-(1-(tert-butyldimethylsilyl)-3-(3-methoxyphenyl)prop-1-en-1-yl)-p-toluenesulfonamide
• Synonyms: N-(1-(tert-butyldimethylsilyl)-3-(3-methoxyphenyl)prop-1-en-1-yl)-p-toluenesulfonamide
• CAS NO: 1586870-17-8
• Molecular Weight: 431.671
• Mol File: 1586870-17-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-(1-(tert-butyldimethylsilyl)-3-(3-methoxyphenyl)prop-1-en-1-yl)-p-toluenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(1-(tert-butyldimethylsilyl)-3-(3-methoxyphenyl)prop-1-en-1-yl)-p-toluenesulfonamide(1586870-17-8)
• EPA Substance Registry System: N-(1-(tert-butyldimethylsilyl)-3-(3-methoxyphenyl)prop-1-en-1-yl)-p-toluenesulfonamide(1586870-17-8)

Safety Data

• Hazardous Substances Data: 1586870-17-8(Hazardous Substances Data)

Upstream product

• 1204324-78-6 (E)-1-(tert-butyldimethylsilyl)-3-(3-methoxyphenyl)prop-2-en-1-one 
• 70-55-3 toluene-4-sulfonamide 
• 1586870-00-9 N-((E)-1-(tert-butyldimethylsilyl)-3-(3-methoxyphenyl)allylidene)-p-toluenesulfonamide 

Relevant articles and documents

Enantioselective synthesis of α-silylamines by meerwein-ponndorf- verley-type reduction of α-silylimines by a chiral lithium amide

Meerwein-Ponndorf-Verley-type reduction of N-tosylsilylimines with chiral lithium amide 2 affords α-silylamines in high enantioselectivity. Since the enantioselectivity observed was inconsistent with our previously proposed chairlike six-membered transition structure, we performed density functional theory (DFT) calculations on transition states leading to (S)- and (R)-7a and (S)- and (R)-7e using an N-phenylsulfonyl derivatives 12 and 13 as model systems. Results of the calculations showed that the structures are considerably deformed from the chairlike form with steric repulsions between the 1′-methylene group and the imine-carbon substituents playing an important role in the control of the enantioselectivity.