5207-08-9

Usage

Uses

Used in Organic Synthesis:
.beta.-D-Glucopyranose, 1,1-dithiobis1-deoxy-, octaacetate is used as a protecting group for carbohydrates in organic synthesis to facilitate various chemical reactions, such as esterifications and acylations. The protection of hydroxyl groups in the glucose molecule allows for selective reactions and prevents unwanted side reactions.
Used in Pharmaceutical Development:
.beta.-D-Glucopyranose, 1,1-dithiobis1-deoxy-, octaacetate is used as a valuable tool in the study of carbohydrate chemistry and the development of new pharmaceuticals and bioactive compounds. Its ability to protect hydroxyl groups in the glucose molecule makes it an essential component in the synthesis of complex carbohydrate-based drugs and therapies.
Used in Preparation of Glycosides:
.beta.-D-Glucopyranose, 1,1-dithiobis1-deoxy-, octaacetate is used in the preparation of glycosides and other carbohydrate derivatives. The octaacetate derivative provides stability to the glucose molecule, allowing for the formation of glycosidic bonds and the creation of a diverse range of carbohydrate-based compounds with potential applications in various industries.

Upstream product

• 83-87-4 D-glucose pentaacetate 
• 1666-13-3 diphenyl diselenide 
• 19879-84-6 tetraacetyl thioglucose 
• 6586-65-8 3,4,6-tri-O-acetyl-D-galactal 
• 108-24-7 acetic anhydride 
• 52485-06-0 3,4,6-tri-O-acetyl-D-glucal 

Downstream Products

• 6806-56-0 O²,O³,O⁴,O⁶,S-Pentaacetyl-1-thio-β-D-glucopyranose 
• 19879-84-6 O²,O³,O⁴,O⁶-Tetraacetyl-1-thio-D-glucose 
• 38430-69-2 O²,O³,O⁴,O⁶-Tetraacetyl-O¹-benzoyl-β-D-glucopyranose 
• 23094-81-7 N-phenyl-S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)sulfenamide 

Relevant academic research and scientific papers

Controllable Activation of Pd-G3 Palladacycle Precatalyst in the Presence of Thiosugars: Rapid Access to 1-Aminobiphenyl Thioglycoside Atropoisomers at Room Temperature

A controllable method for the functionalization of XantPhos Pd-G3 precatalyst with thiosugars and thiols has been established. Under mild and operationally simple reaction conditions through just mixing of precatalyst and thiosugars (α- or β-mono-, di- and poly-thiosugar derivatives) in water at 25 °C for 20 min, a series of 1-aminobiphenyl thioglycosides that are difficult to synthesize by classical methods has been synthesized in very high yields.

Free-radical hydrothiolation of glycals: A thiol-ene-based synthesis of S-disaccharides

A method for the synthesis of a new family of 1-deoxy S-disaccharides has been established via free-radical hydrothiolation of glycals by sugar thiols (thiol-ene coupling). The photoinduced coupling between four tri-O-acetyl-d-glycals and three different sugar thiols reveals that the reaction efficiency and stereoselectivity are highly dependent on the stereochemistry of the OAc groups at C3 and C4 of the glycal.

Glycosylated eumelanin building blocks by thioglycosylation of 5,6-diacetoxyindole with an expedient selenium-based dynamic-mixture methodology

A series of 3-thioglycosylated 5,6-diacetoxyindole derivatives, which are important tools for eumelanin research and application, were prepared through a practical and efficient approach exploiting a dynamic mixture of thioglycoside agents. The strategy is feasible for installing both mono- and disaccharide units and relies on the facile in situ conversion of glycosyl disulfides into the corresponding, more reactive, phenylselenenyl sulfides in the presence of diphenyl diselenide, N-bromosuccinimide (NBS) and tetrabutylammonium bromide (TBAB). An expedient thioglycosidation of 5,6-diacetoxyindole with a dynamic mixture of thioglycosides is described. Copyright