CAS 13639-54-8

β-D-Glucopyranose, 1-thio-, 2,3,4,6-tetraacetate 1-(O-ethyl carbonodithioate)

Description:

β-D-Glucopyranose, 1-thio-, 2,3,4,6-tetraacetate 1-(O-ethyl carbonodithioate) is a derivative of β-D-glucopyranose, a six-membered cyclic form of glucose. This compound features a thioether linkage at the anomeric carbon, which enhances its reactivity and potential applications in organic synthesis. The presence of multiple acetyl groups (tetraacetate) indicates that hydroxyl groups on the glucose molecule have been acetylated, which can improve the compound's solubility and stability. The O-ethyl carbonodithioate moiety introduces additional functional groups that may participate in nucleophilic reactions, making this compound useful in various chemical transformations. Its structure suggests it may exhibit specific biological activities, potentially acting as a substrate or inhibitor in enzymatic processes. As with many glycosides and their derivatives, the compound's properties, such as solubility, reactivity, and biological activity, can be influenced by the acetylation and thioether modifications. Overall, this compound represents a complex glycoside with potential applications in synthetic chemistry and biochemistry.

Formula: C₁₇H₂₄O₁₀S₂

InChI: InChI=1S/C17H24O10S2/c1-6-22-17(28)29-16-15(26-11(5)21)14(25-10(4)20)13(24-9(3)19)12(27-16)7-23-8(2)18/h12-16H,6-7H2,1-5H3/t12-,13-,14+,15-,16+/m1/s1

InChI key: InChIKey=GYORARISFGRNMU-LJIZCISZSA-N

SMILES: O(C(C)=O)[C@@H]1[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O[C@H]1SC(OCC)=S

Synonyms:

• 2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl Ethylxanthogenate
• 2,3,4,6-Tetra-O-acetyl-β-D-glucose ethylxanthat
• 2,3,4,6-tetra-O-acetyl-1-S-(ethoxycarbonothioyl)-1-thio-beta-D-glucopyranose
• 2,3,4,6-tetra-O-acetyl-1-S-(ethoxycarbothioyl)-1-thiohexopyranose
• Glucopyranose, 1-thio-, 2,3,4,6-tetraacetate 1-(O-ethyl dithiocarbonate), β-<span class="text-smallcaps">D</span>-
• NSC 66060
• β-<span class="text-smallcaps">D</span>-Glucopyranose, 1-thio-, 2,3,4,6-tetraacetate 1-(O-ethyl carbonodithioate)
• Glucopyranose, 1-thio-, 2,3,4,6-tetraacetate 1-(O-ethyl dithiocarbonate), β-D-
• β-D-Glucopyranose, 1-thio-, 2,3,4,6-tetraacetate 1-(O-ethyl carbonodithioate)

2,3,4,6-Tetra-O-acetyl-b-D-glucopyranosyl Ethylxanthate

CAS: 13639-54-8

Formula: C₁₇H₂₄O₁₀S₂

Color and Shape: Solid

Molecular weight: 452.4965

Ref: IN-DA0011UH

2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl ethylxanthate

CAS: 13639-54-8

Molecular weight: 452.50

Ref: 7W-GC9347

2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl Ethylxanthate-13C6

Controlled Product

CAS: 13639-54-8

Applications 2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl Ethylxanthate-13C6 is an intermediate in synthesizing Aurothioglucose-13C6 (A794792), a labelled analogue of Aurothioglucose (A794790), which is used in the treatment of rheumatoid arthritis and psoriasis.
References Solomon, D. et al.: J. Am. Med. Assoc., 305, 2525 (2011); Madeira, J. et al.: Inflammopharm., 297, 20 (2012)

Formula: C₁₁C₆H₂₄O₁₀S₂

Color and Shape: Neat

Molecular weight: 458.45

Ref: TR-T280302

2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl Ethylxanthate

Controlled Product

CAS: 13639-54-8

Applications 2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl Ethylxanthate (cas# 13639-54-8) is a compound useful in organic synthesis.

Formula: C₁₇H₂₄O₁₀S₂

Color and Shape: Neat

Molecular weight: 452.50

Ref: TR-T280300

2,3,4,6-Tetra-O-acetyl-b-D-glucopyranosyl ethylxanthate

CAS: 13639-54-8

2,3,4,6-Tetra-O-acetyl-b-D-glucopyranosyl ethylxanthate is a synthetic carbohydrate that has been modified with acetyl groups. This modification is used to produce a carbohydrate that is more resistant to hydrolysis by enzymes. 2,3,4,6-Tetra-O-acetyl-b-D-glucopyranosyl ethylxanthate is one of many glycosides that have been modified with acetyl groups and fluorinated. This modification can be used for the synthesis of high purity carbohydrates.

Formula: C₁₇H₂₄O₁₀S₂

Purity: Min. 95%

Color and Shape: White To Off-White Solid

Molecular weight: 452.5 g/mol

Ref: 3D-MT07370

2,3,4,6-Tetra-O-acetyl-a-D-mannopyranosyl ethylxanthate

CAS: 13639-54-8

2,3,4,6-Tetra-O-acetyl-a-D-mannopyranosyl ethylxanthate is an oligosaccharide that can be used as a building block for the synthesis of complex carbohydrates and glycosylation. It is synthesized by the reaction of 2,3,4,6-tetraacetylmannose with ethylxanthate in the presence of triethylamine. This compound is used for methylation reactions and click modification. It can also be used to modify saccharides and monosaccharides. The chemical formula of this compound is C14H24O8.

Formula: C₁₇H₂₄O₁₀S₂

Purity: Min. 95%

Molecular weight: 452.5 g/mol

Ref: 3D-MT08822