948047-90-3

Basic information

• Product Name: (R)-2-(furan-2-yl)-2-hydroxyethyl 4-methylbenzenesulfonate
• Synonyms: (R)-2-(furan-2-yl)-2-hydroxyethyl 4-methylbenzenesulfonate
• CAS NO: 948047-90-3
• Molecular Weight: 282.317
• Mol File: 948047-90-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (R)-2-(furan-2-yl)-2-hydroxyethyl 4-methylbenzenesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-(furan-2-yl)-2-hydroxyethyl 4-methylbenzenesulfonate(948047-90-3)
• EPA Substance Registry System: (R)-2-(furan-2-yl)-2-hydroxyethyl 4-methylbenzenesulfonate(948047-90-3)

Safety Data

• Hazardous Substances Data: 948047-90-3(Hazardous Substances Data)

Upstream product

• 14086-08-9 (R)-2-(2-furyl)-1,2-ethanediol 
• 98-59-9 p-toluenesulfonyl chloride 
• 2873-29-2 D-glucal triacetate 

Downstream Products

• 1289257-56-2 C₂₂H₃₄O₅SSi 
• 1202865-70-0 C₂₉H₃₂O₅SSi 
• 1007402-76-7 (R)-2-(tert-butyldimethylsilyloxy)-2-(furan-2-yl)ethyl 4-methylbenzenesulfonate 
• 1007402-88-1 (R)-1-(furan-2-yl)-2-(tosyloxy)ethyl pivalate 
• 27948-61-4 (R)-(+)-1-(2-furyl)ethanol 

Relevant articles and documents

Developing a diastereoselective intramolecular [4 + 3] cycloaddition of nitrogen-stabilized oxyallyl cations derived from N-sulfonyl-substituted allenamides

Efforts toward achieving a practical and diastereoselective intramolecular [4 + 3] cycloaddition of nitrogen-stabilized oxyallyl cations with tethered dienes are described. Epoxidation of N-sulfonyl substituted allenamides with dimethyldioxirane (DMDO) generates nitrogen-stabilized oxyallyl cations that readily undergo stereoselective [4 + 3] cycloaddition with dienes. Selectivity is found to depend on the tethering length as well as the stability of the oxyallyl cation intermediate, whether generated from N-carbamoyl- or N-sulfonyl-substituted allenamides. The use of chiral N-sulfonyl-substituted allenamides provided minimal diastereoselectivity in the cycloaddition, while high diastereoselectivity can be achieved with a stereocenter present on the tether. These studies provide further support for the synthetic utility of allenamides.

Rapid access to in situ generated (R)- and (S)-2-furyloxirane and associated regioselective nucleophilic ring-opening studies

Reported herein is the facile preparation of (R)- and (S)-2-furyloxirane from D- and L-tri-O-acetyl glucal and associated regioselective nucleophilic ring-opening studies. Georg Thieme Verlag Stuttgart.

Chirality transfer from the furan ring transfer reaction

The furan ring transfer (FRT) reactions of optically active propynyl ethers [(1) and (2)] are described, facile chirality transfer from the cycloadduct to the allylic carbon of the product being observed; the stereochemistry of the product was determined