357952-87-5

Basic information

• Product Name: (S)-(+)-1-(4-Nitrophenyl)-2-(p-tolylsulfonyloxy)ethanol
• Synonyms: (S)-(+)-1-(4-Nitrophenyl)-2-(p-tolylsulfonyloxy)ethanol
• CAS NO: 357952-87-5
• Molecular Weight: 337.353
• Mol File: 357952-87-5.mol

Chemical Properties

• CAS DataBase Reference: (S)-(+)-1-(4-Nitrophenyl)-2-(p-tolylsulfonyloxy)ethanol(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(+)-1-(4-Nitrophenyl)-2-(p-tolylsulfonyloxy)ethanol(357952-87-5)
• EPA Substance Registry System: (S)-(+)-1-(4-Nitrophenyl)-2-(p-tolylsulfonyloxy)ethanol(357952-87-5)

Safety Data

• Hazardous Substances Data: 357952-87-5(Hazardous Substances Data)

Upstream product

• 56177-37-8 1-(4-nitrophenyl)-2-(p-tolylsulfonyloxy)ethanone 
• 27126-76-7 [hydroxy(tosyloxy)iodo]benzene 
• 64611-67-2 2-hydroxy-1-(4-nitrophenyl)ethanone 

Downstream Products

• 6388-74-5 (S)-2-(4-nitrophenyl)oxirane 

Relevant articles and documents

Enantioselective synthesis of 1-arylethanediols by rhodium-catalyzed transfer hydrogenation of α-tosyloxyarylketones

Catalytic transfer hydrogenation of α-tosyloxyarylketones mediated by a chiral rhodium complex using an azeotropic mixture of formic acid/triethylamine afforded the corresponding 1-arylethanediol monotosylates in excellent yield with high enantioselectivity.

METHOD FOR THE PREPARATION OF OPTICALLY ACTIVE 2-SULFONYLOXY-1-PHENYLETHANOL DERIVATIVES

Optically active 2-sulfonyloxy-1-phenylethanol derivative of formula (II) can be prepared easily and selectively by the method of the present invention using an asymmetric reduction of an α-sulfonyloxy acetophenone compound with a rhodium catalyst having petamethylcyclopentadienyl group and a hydrogen donor, and the compound of formula (II) obtained in the inventive method exhibits a higher e.e. (enantiomer excess) value than that of the products in the conventional methods.

Asymmetric transfer hydrogenation of α,β-unsaturated, α-tosyloxy and α-substituted ketones

Asymmetric transfer hydrogenation of cyclic and acyclic α,β-unsaturated ketones catalysed by η6-p-cymene/ ruthenium(II) and η5-pentamethylcyclopentadienyl/rhodium(III) complexes have been investigated. Cyclic α,β-unsaturated ketones appeared to be more suitable substrates for the synthesis of enantiomerically pure allylic alcohols than do acyclic α,β-unsaturated ketones. A proposed mechanism for the formation of 4-phenyl-[1,3]-dioxolan-2-one from α-tosyloxy- and halo-substituted acetophenones is discussed. The results of further investigations into the reduction of a range of α- tosyloxyacetophenones and the dynamic kinetic resolution of α-substituted ketones is presented.

Convenient synthesis of optically active 1,2-diol monosulfonates and terminal epoxides via oxazaborolidine-catalyzed asymmetric borane reduction of α-sulfonyloxy ketones

A very convenient asymmetric synthesis of 1,2-diol monosulfonates and terminal epoxides with high optical purity via oxazaborolidine-catalyzed asymmetric borane reduction of α-sulfonyloxy ketones using N-ethyl-N-isopropylaniline-borane complex as borane carrier has been developed.