32953-62-1

Usage

Uses

Due to the limited information available on the potential uses and applications of 2,2-dimethyl-5-(2-oxo-1,3-oxathiolan-5-yl)tetrahydrofuro[2,3-d][1,3]dioxol-6-yl acetate (non-preferred name), it is difficult to provide a comprehensive list of its applications. However, given its complex structure, it may be used in the following ways:
Used in Laboratory Research:
2,2-dimethyl-5-(2-oxo-1,3-oxathiolan-5-yl)tetrahydrofuro[2,3-d][1,3]dioxol-6-yl acetate (non-preferred name) is used as a research compound for studying its chemical properties and potential interactions with other molecules.
Used in Industrial Processes:
2,2-dimethyl-5-(2-oxo-1,3-oxathiolan-5-yl)tetrahydrofuro[2,3-d][1,3]dioxol-6-yl acetate (non-preferred name) may be used as an intermediate in the synthesis of other complex organic compounds or as a component in specialized chemical reactions.

Upstream product

• 2946-02-3 1,2-O-isopropylidene-5,6-O-thiocarbonyl-α-D-glucofuranose O-acetate 
• 18549-40-1 1,2-O-isopropylidene-α-D-glucofuranose 
• 2816-87-7 1,2-di-O-isopropylidene-5,6-O-thiocarbonyl-α-D-glucofuranose 

Relevant academic research and scientific papers

Stereoselective synthesis of new glycooxathiecinone using vic-cyclic thionocarbonate haloalkylation and ring closing metathesis as key steps

Herein, we describe the first glycoconjugate macrocyclic thiolcarbonate namely (Z)-10(S)-[3′-O-acetyl-1′,2′-O-isopropylidene-4′-deoxy-d-erythrofuranose]-4,7,9-trihydro-10H-8-thia-1,3-oxathiecin-2-one (17a) using a strategy based on two key steps synthesis: (i) a haloalkylation of vic-diol via their cyclic thionocarbonate derivatives; (ii) a macrocyclisation using ring closing metathesis reaction. Detailed here is a newly developed extension of vic-diol halogenation via the cyclic thionocarbonate function but using a range of alkyl halides other than the customarily used MeI. For example, with 1,2-O-isopropylidene-5,6-O-thionocarbonate-d-glucose (1) and allyl bromide, the 5-allylthiolcarbonate-6-bromo-6-deoxy-d-glucose derivative 6 was obtained in good yield. The later submitted to 6-allythioetherification and ring closing metathesis (RCM) with Grubbs second generation gave stereoselectively the target oxathiecinone 17a in 75% yield for the RCM step.

Thio-sugars. I. Radical-promoted thione-thiol rearrangement of cyclic thionocarbonates: Synthesis of 5-thioglucose

The 5,6-O-thiocarbonyl-α-D-glucofuranose derivatives 2, when subjected to one of the following reactions, undergo a radical-promoted thione-thiol rearrangement to yield the 5-S-thiolcarbonates of gluco-configuration 8 as the major product. The reactions are, (A) thermolysis with a catalytic amount of tributyltin hydride and AIBN, (B) photolysis with hexabutyldistannane, and (C) thermolysis with dimethyl phosphonate and benzoyl peroxide. On the other hand, thermolysis of 2 with trialkylsilane (condition D) yielded olefins 13 as the major product. The 5-S-gluco product 8 was converted, in three steps, to 5-thioglucose (21) in 55% yield.

TRIALKYLTIN RADICAL USED TO CATALYZE THE O,S-REARRANGEMENT OF CYCLIC THIONOCARBONATES. A NEW ENTRY TO THIO-SUGARS

The cyclic thionocarbonates give O,S-rearrangement products, the thiolcabonates, in appreciable yields, when treated with a catalytic amount of tributyltin hydride and α,α-azobisisobutyronitrile.This reaction opens a new route to regioselective preparatio