869500-75-4

Upstream product

• 25438-37-3 phenyl(trimethylsiloxy)acetonitrile 
• 4196-35-4 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl bromide 
• 1188523-18-3 C₄₄H₄₆O₆S₂ 
• 1188523-05-8 C₄₁H₄₀O₇ 
• 5425-44-5 2-Phenyl-[1,3]dithiane 
• 13096-62-3 (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one 
• 1188523-22-9 C₄₁H₄₂O₆ 
• 440677-66-7 2-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)benzothiazole 

Downstream Products

• 1188523-26-3 C₄₁H₄₀F₂O₅ 

Relevant academic research and scientific papers

β-Selective One-Pot Synthesis of Acyl-C-Glycosides via Corey-Seebach Umpolung Reaction

C-Glycosides are commonly used as carbohydrate mimics in drug development due to their stability against enzymatic and chemical hydrolysis. In this Synpacts article we elaborate on our fast and efficient β-selective approach towards protected and unprotected acyl glycosides. Application of a Corey-Seebach umpolung reaction enables the exclusive formation of the β-Anomer of aromatic acyl-C-glycosides in good to excellent yields. 1 Introduction 2 C-Glycosylation of Benzylated Glycosyl Donors 3 C-Glycosylation of Silylated Glycosyl Donors 4 Conclusion.

Versatile Glycosyl Sulfonates in β-Selective C-Glycosylation

C-Glycosides are both a common motif in many bioactive natural products and important glycoside mimetics. We demonstrate that activating a hemiacetal with a sulfonyl chloride, followed by treating the resultant glycosyl sulfonate with an enolate results i

β-Selective C-Glycosylation and its Application in the Synthesis of Scleropentaside A

C-Glycosides are carbohydrates that bear a C?C bond to an aglycon at the anomeric center. Due to their high stability towards chemical and enzymatic hydrolysis, these compounds are widely used as carbohydrate mimics in drug development. Herein, we report a general and exclusively β-selective method for the synthesis of a naturally abundant acyl-C-glycosidic structural motif first found in the scleropentaside natural product family. A Corey–Seebach umpolung reaction as the key step in the synthesis of scleropentaside A and analogues enables the β-selective construction of the anomeric C?C bond starting from unprotected carbohydrates in only four steps. The one-pot approach is highly atom-efficient and avoids the use of toxic heavy metals.

C-ARYL GLYCOSIDE COMPOUNDS FOR THE TREATMENT OF DIABETES AND OBESITY

This invention relates to a compound of generic formula (I): (I) as well as a pharmaceutically acceptable salt thereof, a tautomer, optical isomer or a mixture of optical isomers in any proportion, in particular a mixture of enantiomers, and particularly a racemate mixture, in particular for use thereof as a drug, notably in the treatment of diabetes.

Concise and practical synthesis of C-glycosyl ketones from sugar benzothiazoles and their transformation into chiral tertiary alcohols

A collection of 13 unsymmetrical ketones, each one featuring a sugar (D-glucosyl, D-galactosyl, D-mannosyl, and L-fucosyl) and an aglycone moiety (phenyl, 2-thiazolyl, TMS-ethynyl, allyl, and 1-propenyl) was prepared by a uniform route based on the use of