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Acetyl 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranoside is a complex organic compound that belongs to the class of carbohydrates, specifically a glycoside derivative. It is characterized by a glucose molecule with three hydroxyl groups at the 2, 3, and 4 positions, each substituted with a benzyl group, which is a phenylmethyl group. Additionally, the 6-hydroxyl group is acetylated, and the molecule also features an acetyl group at the 1 position. acetyl 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranoside is often used in organic synthesis, particularly in the preparation of more complex carbohydrate structures and as a building block in the synthesis of various biologically active molecules. Its structure provides a protected form of glucose, which can be selectively deprotected to yield the desired functional groups in the final product.

4356-77-8

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4356-77-8 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 4356-77-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,3,5 and 6 respectively; the second part has 2 digits, 7 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 4356-77:
(6*4)+(5*3)+(4*5)+(3*6)+(2*7)+(1*7)=98
98 % 10 = 8
So 4356-77-8 is a valid CAS Registry Number.

4356-77-8Relevant academic research and scientific papers

Selective 6-O-Debenzylation of mono- and disaccharide derivatives using ZnCl2-Ac2O-HOAc

Yang, Guangbin,Ding, Xianglan,Kong, Fanzuo

, p. 6725 - 6728 (1997)

Freshly fused ZnCl2 in Ac2O/HOAc at room temperature has been used for 6-O-debenzylation of mono- and disaccharide derivatives giving yields more than 80%. Notably, allyl, acetyl, benzoyl, tosyl, thiono groups are unaffected under th

2-Diphenylphosphinonyl-acetyl as a Remote Directing Group for the Highly Stereoselective Synthesis of β-Glycosides

Liu, Xianglai,Lin, Yetong,Liu, Ao,Sun, Qianhui,Sun, Huiyong,Xu, Peng,Li, Guolong,Song, Yingying,Xie, Weijia,Sun, Haopeng,Yu, Biao,Li, Wei

supporting information, p. 443 - 452 (2021/12/27)

The configuration of the anomeric glycosidic linkages is crucial for maintaining the biological functions and activities of carbohydrate molecules. However, their stereochemistry control in glycosylation represents one of the most challenging tasks in car

Synthesis and biological evaluation of 1,6-bis-triazole-2,3,4-tri-O-benzyl-α-D-glucopyranosides as a novel α-glucosidase inhibitor in the treatment of Type 2 diabetes

Athipornchai, Anan,Chaidam, Suksamran,Saeeng, Rungnapha,Saehlim, Natthiya,Sirion, Uthaiwan

supporting information, (2021/08/27)

A novel series of 1,6-bis-triazole-benzyl-α-glucoside derivatives (7a-7ee) were designed, synthesized and evaluated for inhibitory activity against α-glucosidase. Most of the synthesized compounds exhibited good activity with IC50 ranging from

Rapid Synthesis of l-Idosyl Glycosyl Donors from α-Thioglucosides for the Preparation of Heparin Disaccharides

Herczeg, Mihály,Demeter, Fruzsina,Balogh, Tímea,Kelemen, Viktor,Borbás, Anikó

supporting information, p. 3312 - 3316 (2018/07/13)

A new methodology for the synthesis of the most challenging heparin building block has been developed. Orthogonally protected l-idosyl glycosyl donors were prepared by C5 epimerization of the corresponding thioglucosides using the hydroboration/oxidation method followed by a 4,6-acetal formation. The α-anomeric configuration was crucial, and the bulky C4 substituent was advantageous for the high l-ido diastereoselectivity. The 4,6-arylmethylene group proved to be a directing element in glycosylation, whereby stereoselective α-idosylation could be achieved by using idosyl donors without a C-2 participating group.

Four Different Regioisomeric Polycarbonates Derived from One Natural Product, d -Glucose

Lonnecker, Alexander T.,Lim, Young H.,Felder, Simcha E.,Besset, Céline J.,Wooley, Karen L.

, p. 7857 - 7867 (2016/11/09)

Strategies for the preparation of polycarbonates, derived from the natural product d-glucose, which have the potential to degrade back into their bioresorbable starting material and CO2, were developed. By employing established carbohydrate pro

Method for preventing cancer metastasis

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Page/Page column 20, (2015/11/10)

The present invention relates to the use of a specific family of glycerolipid compounds of formula (I) described in the detailed description or the manufacture of a medicament for the prevention or for the treatment of cancer metastasis.

A novel selectfluor-mediated regioselective O-benzyl ether acetolysis of perbenzylated monosaccharides

Tambie, Marlon S.,Jalsa, Nigel Kevin

, p. 545 - 559 (2016/04/19)

Selectfluor, a source of the super electrophile F+, has replaced conventional reagents that supply F+ for fluorination due to its attractive physical and chemical properties. This study is the first report of using Selectfluor as a d

Regioselective acetolysis of highly O-benzylated carbohydrates promoted by iodine or an iodine/silane combined reagent: Use of isopropenyl acetate as an alternative to acetic anhydride

Giordano, Maddalena,Iadonisi, Alfonso,Pastore, Antonello

, p. 3137 - 3147 (2013/06/27)

Regioselective acetolytic de-O-benzylation of poly-O-benzylated sugars can be triggered by the activation of isopropenyl acetate (IPA) with either an iodine/silane combined reagent or iodine alone. Unlike other known acetolysis procedures, the protocols p

Impact of sugar stereochemistry on natural killer T cell stimulation by bacterial glycolipids

Deng, Shenglou,Mattner, Jochen,Zang, Zhuo,Bai, Li,Teyton, Luc,Bendelac, Albert,Savage, Paul B.

supporting information; experimental part, p. 7659 - 7662 (2011/12/04)

Natural killer T (NKT) cells recognize glycolipids produced by Sphingomonas bacteria, and these glycolipids contain C6-oxidized sugars, either glucuronic acid or galacturonic acid, linked to ceramides. Glycolipids with gluco stereochemistry are the most p

Synthesis of potassium (2R)-2-O-α-d-glucopyranosyl-(1→6)-α-d-glucopyranosyl-2,3-dihydroxypropanoate a natural compatible solute

Lourenco, Eva C.,Maycock, Christopher D.,Rita Ventura

experimental part, p. 2073 - 2078 (2010/03/01)

Ethyl 6-O-acetyl-2,3,4-tribenzyl-1-thio-d-glucopyranoside, as a mixture of anomers, was employed for the stereoselective synthesis of the potassium salt of (2R)-2-O-α-d-glucopyranosyl-(1→6)-α-d-glucopyranosyl-2,3-dihydroxypropanoic acid (α-d-glucosyl-(1→6

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