58107-40-7

Basic information

• Product Name: N-(2-hydroxycyclohexyl)-4-methylbenzenesulfonamide
• CAS NO: 58107-40-7
• Molecular Weight: 269.365
• Mol File: 58107-40-7.mol
• Article Data: 22

Chemical Properties

• CAS DataBase Reference: N-(2-hydroxycyclohexyl)-4-methylbenzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-hydroxycyclohexyl)-4-methylbenzenesulfonamide(58107-40-7)
• EPA Substance Registry System: N-(2-hydroxycyclohexyl)-4-methylbenzenesulfonamide(58107-40-7)

Safety Data

• Hazardous Substances Data: 58107-40-7(Hazardous Substances Data)

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 110-83-8 cyclohexene 
• 127-65-1 chloroamine-T 
• 144-86-5 N-chloro-4-methylbenzenesulfonamide 
• 931-16-8 (+/-)-trans-2-aminocyclohexanol 
• 676-58-4 methylmagnesium chloride 
• 68820-12-2 cyclohexyl-N-tosyl aziridine 
• 109-89-7 diethylamine 
• 930-68-7 cyclohexenone 
• 58107-40-7 N-(2-hydroxycyclohexyl)-4-methylbenzenesulfonamide 
• 286-20-4 cyclohexene oxide 
• 70-55-3 toluene-4-sulfonamide 
• 286-20-4 cyclohexane-1,2-epoxide 
• 58107-57-6 4-methyl-N-(2-oxo-cyclohexyl)-benzenesulfonamide 

Downstream Products

• 58107-40-7 trans-2-(N-tosylamino)-1-cyclohexanol 
• 245085-44-3 (1R,2R)-trans-2-(N-toluene-4-sulfonyl)amino-1-cyclohexanol 
• 68820-12-2 cyclohexyl-N-tosyl aziridine 
• 76475-12-2 cis-N-(2-chlorocyclohexyl)-4-methylbenzenesulfonamide 
• 857003-99-7 1-N-(4-methylphenylsulfonyl)amino-2-O-(4-methylphenylsulfonyl)oxycyclohexane 
• 38898-70-3 cis-2-amino-cyclohexanol-⁽¹⁾ 

Relevant articles and documents

Cis -1,2-Aminohydroxylation of Alkenes Involving a Catalytic Cycle of Osmium(III) and Osmium(V) Centers: OsV(O)(NHTs) Active Oxidant with a Macrocyclic Tetradentate Ligand

Catalytic activity of [OsIII(OH)(H2O)(L-N4Me2)](PF6)2 (1: L-N4Me2 = N,N′-dimethyl-2,11-diaza-[3,3](2,6)pyridinophane) in 1,2-cis-aminohydroxylation of alkenes with sodium N-chloro-4-methylbenzenesulfonamide (chloramine-T) is explored. Simple alkenes as well as those containing several types of substituents are converted to the corresponding 1,2-aminoalcohols in modest to high yields. The aminoalcohol products have exclusively cis conformation with respect to the introduced -OH and -NHTs groups. The spectroscopic measurements including cold mass spectroscopic study of the reaction product of complex 1 and chloromine-T as well as density functional theory (DFT) calculations indicate that an oxido-aminato-osmium(V) species [OsV(O)(NHTs)(L-N4Me2)](PF6)2 (2) is an active oxidant for the aminohydroxylation. The DFT calculations further indicate that the reaction involves a [3 + 2] cycloaddition between 2 and alkene, and the regioselectivity in the aminohydroxylation of unsymmetrical alkenes is determined by the orientation that bears less steric hindrance from the tosylamino group, which leads to the energetically more preferred product isomer.

Chiral-Organotin-Catalyzed Kinetic Resolution of Vicinal Amino Alcohols

A highly efficient kinetic resolution of racemic amino alcohols has been achieved for the first time with a chiral tin catalyst. A chiral organotin compound with 3,4,5-trifluorophenyl groups at the 3,3′-positions of the binaphthyl framework enabled this transformation with excellent yield and high enantioselectivity. The process tolerates aryl- and alkyl-substituted amino alcohols and a variety of other substrates, affording the corresponding products in high enantioselectivity and with s factors up to >500.

NaHSO3-Promoted ring openings of n-tosylaziridines and epoxides with H2O

NaHSO3-oriented ring openings of a wide variety of N-tosylaziridines and epoxides with H2O under mild conditions in acetone was found to be a convenient and effective method, which provided the desired ss-aminoalcohols and ss-diols in good to excellent yields and with uniformly high regioselectivity.