82587-27-7

Basic information

• Product Name: 1-Aza-4-silacyclohexane, 4,4-diphenyl-1-(phenylmethyl)-
• CAS NO: 82587-27-7
• Molecular Formula: C23H25NSi
• Molecular Weight: 343.544
• Mol File: 82587-27-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1-Aza-4-silacyclohexane, 4,4-diphenyl-1-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Aza-4-silacyclohexane, 4,4-diphenyl-1-(phenylmethyl)-(82587-27-7)
• EPA Substance Registry System: 1-Aza-4-silacyclohexane, 4,4-diphenyl-1-(phenylmethyl)-(82587-27-7)

Safety Data

• Hazardous Substances Data: 82587-27-7(Hazardous Substances Data)

Upstream product

• 772-54-3 N,N-diethylbenzylamine 
• 775-12-2 diphenylsilane 
• 241472-56-0 2,2'-(diphenylsilylene)bis(ethanol) 
• 80-10-4 diphenylsilyl dichloride 
• 17937-68-7 diphenyl-divinyl-silane 
• 100-46-9 benzylamine 
• 241472-57-1 bis[2-(p-toluenesulfonyloxy)ethyl]diphenylsilane 
• 82587-23-3 Bis-(2-bromethyl)-diphenylsilan 

Downstream Products

• 839677-30-4 2,2,2-trichloroethyl 4,4-diphenyl-4-silapiperidine-1-carboxylate 

Relevant articles and documents

Consecutive β,β′-Selective C(sp3)?H Silylation of Tertiary Amines with Dihydrosilanes Catalyzed by B(C6F5)3

Tris(pentafluorophenyl)borane has been found to catalyze the two-fold C(sp3)?H silylation of various trialkylamine derivatives with dihydrosilanes, furnishing the corresponding 4-silapiperidines in decent yields. The multi-step reaction cascade involves amine-to-enamine dehydrogenation at two alkyl residues and two electrophilic silylation reactions of those enamines, one inter- and one intramolecular.

Diphenylsilyldiethylene- (DPSide-) group: A new primary amine protection

Diphenylsilydiethylene- (DPSide-) group has been developed as a new primary amine protecting group. The new protecting group exhibits novel orthogonality against other commonly used amine-protecting groups and excellent chemoselectivity for unbranched α-amino acid esters. Removal of this protecting group was effected under mild fluoride-based cleavage conditions.