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
