2657-70-7

Upstream product

• 176780-14-6 1,4-bis-O-tosyl-meso-erythritol 
• 2657-63-8 cis-3,4-diethoxy-tetrahydro-thiophene 
• 10035-10-6 hydrogen bromide 
• 33815-69-9 meso-3,4-O-isopropylidenethiolane-3,4-diol 

Downstream Products

• 245345-58-8 C₂₂H₂₄O₈S 
• 245345-56-6 C₂₄H₂₈O₁₀S 
• 2811-64-5 cis-3,4-Dibenzoyloxy-tetrahydro-thiophen 
• 245345-55-5 meso-3,4-di-O-p-methoxybenzoylthiolane-3,4-diol 
• 1186467-11-7 C₁₄H₁₆O₆S₂ 
• 37463-90-4 C₁₆H₁₂Cl₄N₂O₂S 
• 37463-87-9 2-(2-Hydroxy-2-phenylsulfanyl-ethanesulfonyl)-1-phenylsulfanyl-ethanol 

Relevant academic research and scientific papers

Versatile syntheses of mono- or bis-allylhalothiol-carbonates of some alditol or sugar derivatives via cyclic thionocarbonates as intermediates

We describe herein an extension of the halogenation of 1,2 or 1,3-diols via a cyclic thionocarbonate functionality by reaction with an allyl halide instead of methyl iodide, which is usually used. This investigation was successfully carried out under both conventional heating and microwave solvent-free conditions with some alditol, thioanhydroalditol, and aldose derivatives.

Synthesis of chiral hydroxythiolanes as potential catalysts for asymmetric organozinc additions to carbonyl compounds

Optically active 3-hydroxythiolane was stereospecifically synthesized from L-aspartic acid and oxidized to give both diastereomeric S-oxides, which were chromatographicatly separated and their configuration was determined. Starting from natural (+)-(R,R)-tartaric acid, C2-symmetric trans-(R,R)-3,4-dihydroxythiolane was stereospecifically synthesized for the first time. Some of its monofunctionalized derivatives as well as its S-oxide were also obtained and characterized. meso-cis-3,4-Dihydroxythiolane was obtained in a similar way from meso-tartaric acid and subjected to desymmetrization either by a lipase-promoted acetylation or hydrolysis of the corresponding O, O'-diacetyl derivative, to give a chiral monoacetate with ee up to 36%. After its oxidation two diastereomeric sulfoxides were obtained which were separated by chromatography. The crystalline one was subjected to X-ray analysis and its absolute configuration was determined as 1S, 3S, 4R. All the optically active products were checked as potential catalysts for asymmetric addition of diethylzinc to benzaldehyde. However, they proved to have a very low catalytic activity: yields of the products were in the range 10-90% but ee only up to 10%. A conclusion was drawn that in this type of reaction neither is the hydroxy sulfide (sulfoxide) moiety capable of properly binding diethylzinc, nor does the sulfinyl group exert its normal stereoinduction.

A novel method for the synthesis of 4'-thiopyrimidine nucleosides using hypervalent iodine compounds.

The coupling reactions of cyclic sulfides with a silylated pyrimidine nucleobase using a hypervalent iodine reagent were investigated. The reaction of silylated uracil with cyclic sulfide 12 using PhI=O gave the desired beta-anomer 14 in moderate yield. 4

Heterocyclisation of free or partially protected alditols via their bis- cyclic sulfate derivatives. Versatile synthesis of aza and thiodeoxyanhydroalditol with erythro, threo, arabino, gulo, talo or manno configuration

The his-cyclic sulfate derivatives of erythritol (1), D,L-threito1 (5), 3,4-di-O-benzyl-D-mannitol (9), 1,2-O-isopropylidene-D-mannitol (14) and l-O- benzyl-D,L-xylito1 (18) were submitted to nucleophilic attack by allylamine or sodium sulfide. In both ca

Nucleosides and nucleotides. 189. Investigation of the stereoselective coupling of thymine with meso-thiolane-3,4-diol-1-oxide derivatives via the Pummerer reaction

We investigated the stereoselective coupling of thymine with sulfoxides derived from mesothiolane-3,4-diol via the Puremeter reaction. The introduction of 2,4-dimethoxybenzoyl groups to the hydroxyl groups of meso- thiolane-3,4-diol-1-oxide was effective