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Vinyl-α-2,3,4,6-tetra-O-benzyl-D-glucopyranoside is a complex organic compound that serves as an important intermediate in the synthesis of various biologically active molecules, particularly in carbohydrate chemistry. vinyl-α-2,3,4,6-tetra-O-benzyl-D-glucopyranoside is characterized by a vinyl group attached to a D-glucopyranoside ring, which is a type of sugar molecule. The ring is protected by four benzyl groups, which are derived from benzene and are used to shield the hydroxyl groups at the 2, 3, 4, and 6 positions, preventing unwanted side reactions during synthesis. This protection is crucial for the selective functionalization of the molecule, allowing chemists to introduce or modify specific functional groups while leaving others untouched. The vinyl group provides a reactive site for further chemical reactions, making vinyl-α-2,3,4,6-tetra-O-benzyl-D-glucopyranoside a valuable building block in the preparation of complex carbohydrates and other bioactive molecules.

10083-80-4

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10083-80-4 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 10083-80-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,0,0,8 and 3 respectively; the second part has 2 digits, 8 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 10083-80:
(7*1)+(6*0)+(5*0)+(4*8)+(3*3)+(2*8)+(1*0)=64
64 % 10 = 4
So 10083-80-4 is a valid CAS Registry Number.

10083-80-4Relevant academic research and scientific papers

Bypassing stereoselectivity in the early steps of alkaloid biosynthesis

Bernhardt, Peter,Yerkes, Nancy,O'Connor, Sarah E.

, p. 4166 - 4168 (2009)

Total synthesis of glycosylated seco-iridoid stereoisomers allows the identification and bypassing of the stereoselectivity of early steps in monoterpene indole alkaloid biosynthesis.

1-O-vinyl glycosides via Tebbe olefination, their use as chiral auxiliaries and monomers

Yuan, Jialong,Lindner, Kristof,Frauenrath, Holger

, p. 5457 - 5467 (2007/10/03)

A series of anomerically pure 1-O-formyl glycosides 1 was prepared and converted into the corresponding 1-O-vinyl glycosides 2 by Tebbe olefination. The unsubstituted vinyl glycosides were obtained as anomerically pure compounds in good yields, and the me

Synthesis of vinyl glycosides and carbohydrate vinyl ethers from mixed acetals: A hetero-Diels-Alder approach to deoxygenated disaccharides

Hughes, Kevin D.,Nguyen, Tuan-Linh N.,Dyckman, Damian,Dulay, Doreen,Boyko, Walter J.,Giuliano, Robert M.

, p. 273 - 282 (2007/10/03)

A new method for the synthesis of vinyl glycosides and carbohydrate vinyl ethers is described. Mixed acetal glycosides and other types of carbohydrate mixed acetals are treated with TMS-triflate and an amine base, conditions developed by Gassman for the synthesis of enol ethers from acetals. The elimination proceeds regioselectively in most cases but also gives silyl ethers as side products in others. The hetero-Diels-Alder reactions of carbohydrate 3-O- and 6-O-vinyl ethers with ethyl (E)-ethoxymethylenepyruvate were carried out as part of a model study for the synthesis of deoxygenated disaccharides of antibiotics.

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