85694-06-0

Basic information

• Product Name: (S)-(5-oxo-2,5-dihydrofuran-2-yl)methyl 4-methylbenzenesulfonate
• Synonyms: (S)-(5-oxo-2,5-dihydrofuran-2-yl)methyl 4-methylbenzenesulfonate
• CAS NO: 85694-06-0
• Molecular Weight: 268.29
• Mol File: 85694-06-0.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (S)-(5-oxo-2,5-dihydrofuran-2-yl)methyl 4-methylbenzenesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(5-oxo-2,5-dihydrofuran-2-yl)methyl 4-methylbenzenesulfonate(85694-06-0)
• EPA Substance Registry System: (S)-(5-oxo-2,5-dihydrofuran-2-yl)methyl 4-methylbenzenesulfonate(85694-06-0)

Safety Data

• Hazardous Substances Data: 85694-06-0(Hazardous Substances Data)

Upstream product

• 5336-08-3 D-Ribono-1,4-lactone 
• 78508-96-0 (5S)-5-(hydroxymethyl)-5H-furan-2-one 
• 98-59-9 p-toluenesulfonyl chloride 
• 78508-93-7 (+)-2,3-O-ethoxymethylene-D-ribonolactone 

Downstream Products

• 78508-88-0 γ-phenylthiomethyl-α,β-butenolide 
• 157523-16-5 Toluene-4-sulfonic acid (1S,2S,5R)-4-oxo-3-oxa-bicyclo[3.1.0]hex-2-ylmethyl ester 
• 157523-17-6 methyl (1R,2S,2'S)-2-(oxiran-2'-yl)cyclopropanecarboxylate 
• 58917-25-2 (R)-5-methyl-2-oxotetrahydrofuran 
• 108-28-1 protoanemonin 
• 157523-15-4 2-tosyloxymethyl-7-oxa-2,3-diazabicyclo<3.3.0>oct-2-en-8-one 
• 85760-14-1 5-phenylthiomethyloxol-4-en-2-one 
• 882-33-7 diphenyldisulfane 

Relevant articles and documents

Exploring the Chemistry of Bicyclic Isoxazolidines for the Multicomponent Synthesis of Glycomimetic Building Blocks

Starting from a chiral furanone, the nitrone-olefin [3 + 2] cycloaddition can be used to obtain bicyclic isoxazolidines for which we report a set of reactions to selectively modify each functional position. These synthetically versatile bicyclic isoxazolidines allowed us to obtain complex glycomimetic building blocks, like iminosugars, via multicomponent chemistry. For example, a library of 20 pipecolic acid derivatives, a recurring motif in various prescription drugs, could be obtained via a one-pot Staudinger/aza-Wittig/Ugi three-component reaction of a bicyclic isoxazolidine-derived azido-hemiacetal. Notably, specific pipecolic acids in this library were obtained via hydrolysis of an unique tricyclic imidate side product of the Ugi reaction. The azido-hemiacetal was also converted into an aza-C-glycoside iminosugar via an unprecendented one-pot Staudinger/aza-Wittig/Mannich reaction.

A Facile and General Entry to Optically Active Pheromones and Aromas With γ-Alkyl-γ-lactone Structures. A Study of Some Lactone Derivatives of Pentoses

A new and easy general methodology has been developed to prepare γ-alkyl-α,β-butenolides or γ-alkylbutyrolactones in four and five steps, respectively, from D-ribonolactone as a common chiral starting material.Some of these products have pheromonal activity in insects and are also used as fruit fragrances.A study on several derivatives of D-ribonolactone and 2-deoxy-D-ribonolactone has been carried out in order to explore alternative routes for these syntheses.