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2,3,4-tri-O-acetyl-1,6-dideoxy-1,6-epithio-β-D-glucopyranose is a complex organic compound with the molecular formula C14H18O7S. It is a derivative of β-D-glucopyranose, a monosaccharide, where three hydroxyl groups at positions 2, 3, and 4 are acetylated, and the 1,6-glycosidic bond is replaced by a sulfur atom, forming an episulfide. This modification results in a stable, non-reducing sugar analog that is useful in organic synthesis, particularly in the preparation of various glycosides and other complex carbohydrates. The compound is also employed as a key intermediate in the synthesis of biologically active molecules, such as antibiotics and antitumor agents, due to its unique reactivity and the ability to form stable glycosidic linkages under mild conditions.

5115-93-5

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5115-93-5 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 5115-93-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,1,1 and 5 respectively; the second part has 2 digits, 9 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 5115-93:
(6*5)+(5*1)+(4*1)+(3*5)+(2*9)+(1*3)=75
75 % 10 = 5
So 5115-93-5 is a valid CAS Registry Number.

5115-93-5Upstream product

5115-93-5Relevant academic research and scientific papers

1,6-Anhydro-1-thio-β-D-glucopyranose (thiolevoglucosan) and the corresponding sulfoxides and sulfone

Budesinsky, Milos,Polakova, Jana,Hamernikova, Michaela,Cisarova, Ivana,Trnka, Tomas,Cerny, Miloslav

, p. 311 - 336 (2006)

Starting 1,2,3,4-tetra-O-acetyl-6-O-tosyl-β-D-glucopyranose (3) was converted into 2,3,4-tri-O-acetyl-1-thio-6-O-tosyl-β-D-glucopyranose (6) via intermediate glycosyl bromide 4 and S-thiouronium salt 5. Treatment of compound 6 with sodium methoxide gave 1,6-anhydro-1-thio-β-D-glucopyranose (thiolevoglucosan 2a). The isomeric sulfoxides 7 and 8 were prepared by selective oxidation of thiolevoglucosan 2a with hydrogen peroxide or 3-chloroperoxybenzoic acid. The structure of new compounds was confirmed by 1H and 13C NMR spectroscopy or by X-ray analysis; magnetic anisotropy of the sulfinyl and sulfonyl group has been discussed.

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