212195-36-3

Basic information

• Product Name: (4S,5S)-4-(biphenyl-4-yl)-2,2-dimethyl-1,3-dioxan-5-amine
• Synonyms: (4S,5S)-4-(biphenyl-4-yl)-2,2-dimethyl-1,3-dioxan-5-amine
• CAS NO: 212195-36-3
• Molecular Weight: 283.37
• Mol File: 212195-36-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (4S,5S)-4-(biphenyl-4-yl)-2,2-dimethyl-1,3-dioxan-5-amine(CAS DataBase Reference)
• NIST Chemistry Reference: (4S,5S)-4-(biphenyl-4-yl)-2,2-dimethyl-1,3-dioxan-5-amine(212195-36-3)
• EPA Substance Registry System: (4S,5S)-4-(biphenyl-4-yl)-2,2-dimethyl-1,3-dioxan-5-amine(212195-36-3)

Safety Data

• Hazardous Substances Data: 212195-36-3(Hazardous Substances Data)

Upstream product

• 212195-32-9 3-Biphenyl-4-yl-3-(tert-butyl-dimethyl-silanyloxy)-2-diallylamino-propionic acid methyl ester 
• 212195-34-1 1-Biphenyl-4-yl-2-diallylamino-propane-1,3-diol 
• 3218-36-8 4-Phenylbenzaldehyde 
• 101293-94-1 methyl rac-2-amino-3-(biphenyl-4-yl)-3-hydroxypropanoate 

Downstream Products

• 518358-59-3 N-[(4S,5S)-4-(biphenyl-4-yl)-2,2-dimethyl-1,3-dioxan-5-yl]ethanesulfonamide 
• 212195-45-4 (R)-1-Phenyl-butane-2-sulfonic acid ((4S,5S)-4-biphenyl-4-yl-2,2-dimethyl-[1,3]dioxan-5-yl)-methyl-amide 
• 212195-43-2 (R)-1-Phenyl-propane-2-sulfonic acid ((4S,5S)-4-biphenyl-4-yl-2,2-dimethyl-[1,3]dioxan-5-yl)-methyl-amide 
• 212195-44-3 (3R)-N-[(4S,5S)-4-(biphenyl-4-yl)-2,2-dimethyl-1,3-dioxan-5-yl]-N-methylheptane-3-sulfonamide 
• 212195-40-9 N-[(4S,5S)-4-(biphenyl-4-yl)-2,2-dimethyl-1,3-dioxan-5-yl]-N-methylpropane-1-sulfonamide 
• 212195-38-5 N-[(4S,5S)-4-(biphenyl-4-yl)-2,2-dimethyl-1,3-dioxan-5-yl]-N-methylethanesulfonamide 
• 518358-60-6 N-[(4S,5S)-4-(biphenyl-4-yl)-2,2-dimethyl-1,3-dioxan-5-yl]propane-1-sulfonamide 

Relevant articles and documents

Asymmetric synthesis of α-substituted N-methylsulfonamides

A novel amine auxiliary for the asymmetric synthesis of α-substituted N-methylsulfonamides is described. The reaction of 4-([1,1′-biphenyl]-4-yl)-2,2-dimethyl-1,3-dioxan-5-amine (16) with various aliphatic sulfonyl chlorides afforded the corresponding sulfonamides, which were lithiated and subsequently reacted with electrophiles to give the corresponding products in high yields and good-to-excellent asymmetric inductions (de 83-95%). Racemization-free cleavage of the auxiliary led to the α-alkylated N-methylsulfonamides in acceptable yields and high enantiomer purities (ee 91 to ≥ 98).