116279-72-2

Basic information

• Product Name: Toluene-4-sulfonic acid (S)-3,3-dimethyl-oxiranylmethyl ester
• CAS NO: 116279-72-2
• Molecular Weight: 256.323
• Mol File: 116279-72-2.mol

Chemical Properties

• CAS DataBase Reference: Toluene-4-sulfonic acid (S)-3,3-dimethyl-oxiranylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Toluene-4-sulfonic acid (S)-3,3-dimethyl-oxiranylmethyl ester(116279-72-2)
• EPA Substance Registry System: Toluene-4-sulfonic acid (S)-3,3-dimethyl-oxiranylmethyl ester(116279-72-2)

Safety Data

• Hazardous Substances Data: 116279-72-2(Hazardous Substances Data)

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 556-82-1 3-methyl-2-buten-1-ol 
• 106268-98-8 (S)-(3,3-dimethyloxiran-2-yl)methyl 4-nitrobenzoate 
• 116347-29-6 [(2S)-3,3-dimethyloxiran-2-yl]methanol 

Downstream Products

• 116279-73-3 (5S)-6-methyl-3-(phenylsulfonyl)-5,6-epoxy-2-<(trimethylsilyl)methyl>-1-heptene 
• 116279-76-6 2-methyl-5-(phenylsulfonyl)-6-<(trimethylsilyl)methyl>-6-hepten-3-one 
• 116279-78-8 2,6-dimethyl-5-(phenylsulfonyl)-7-(trimethylsilyl)-5-hepten-3-one 
• 116279-75-5 (1S,3S)-6,6-dimethyl-4-methylene-3-(phenylsulfonyl)cyclohexan-1-ol 
• 116279-77-7 2,6-dimethyl-5-(phenylsulfonyl)-6-hepten-3-one 
• 359846-96-1 5-Bromo-2-((S)-3-chloro-2-hydroxy-3-methyl-butoxy)-phenol 
• 359846-95-0 7-bromo-4,4-dimethyl-3,4-dihydro-1,5-benzodiazepin-3-ol 
• 359846-94-9 5-Bromo-2-((S)-3,3-dimethyl-oxiranylmethoxy)-phenol 
• 359847-04-4 1-[5-Bromo-2-((S)-3,3-dimethyl-oxiranylmethoxy)-phenyl]-ethanone 

Relevant articles and documents

Asymmetric total synthesis of 9-methoxystrobilurin K

Asymmetric total synthesis of a potent antifungal and cytostatic 9-methoxystrobilurin K was achieved by developing a convergent and versatile synthetic route.

Catalytic Asymmetric Epoxidation and Kinetic Resolution: Modified Procedures Including in Situ Derivatization

The use of 3A or 4A molecular sieves ( zeoiltes ) substantially increases the scope of the titanium(IV)-catalyzed asymmetric epoxidation of primary allylic alcohols.Whereas without molecular sieves epoxidations employing only 5 to 10 mol percent Ti(O-i-Pr)4 generally led to low conversion or low enantioselectivity, in the presence of molecular sieves such reactions generally led to high conversion (>95percent) and high enantioselectivity (90-95percent ee).The epoxidations of 20 primary allylic alcohols are described.Especially noteworthy are the epoxidations of cinnamyl alcohol, 2-tetradecyl-2-propen-1-ol, allyl alcohol, and crotyl alcohol-compounds which heretofore had been considered difficult substrates for asymmetric epoxidation.In the case of allylic alcohol, the use of cumene hydroperoxide substantially increases both the reaction rate and the conversion, even in the absence of molecular sieves.In general, enantioselectivities are slightly depressed (by 1-5percent ee) relative to reactions employing 50-100 mol percent Ti(O-i-Pr)4.The epoxidation of low molecular weight allylic alcohols is especially facilitated and, in conjuction with in situ derivatization, provides for the synthesis of many epoxy alcohol synthons which were previously difficult to obtain.The kinetic resolution of four secondary allylic alcohols with 10 mol percent Ti(O-i-Pr)4 is also described.The role of molecular sieves in the reaction and the effects of variation in reaction stoichiometry, oxidant, and tartrate are discussed.