119005-72-0

Upstream product

• 127994-68-7 methyl onate 
• 119005-63-9 methyl onate 
• 55628-54-1 3,4,6-tri-O-benzyl-D-glucal 
• 67-56-1 methanol 
• 264881-65-4 3,4,6-tri-O-benzyl-2-deoxy-1-O-acetyl-α/β-D-glucopyranose 
• 119070-22-3 phenyl 2-deoxy-3,4,6-tris-O-(phenylmethyl)-1-thio-D-arabino-hexopyranoside 
• 91780-35-7 chloro-3,4,6-tri-O-benzyl-2-deoxy-D-glucopyranoside 
• 119068-33-6 phenyl 3,4,6-tri-O-benzyl-2-deoxy-1-sulphonyl-αβ-D-arabino-pyranoside 
• 211934-99-5 2,6-anhydro-4,5,7-tri-O-benzyl-1-(propane-1,3-diyl-dithioacetal)-1,3-dideoxy-D-arabino-hept-1-enitol 
• 186581-53-3 diazomethane 

Downstream Products

• 119005-63-9 methyl onate 
• 119005-64-0 methyl onate 
• 120852-00-8 methyl 4,5,7-tri-O-benzyl-2-deoxy-D-arabino-2-heptulopyranosidonic acid 
• 120851-99-2 methyl onate 
• 119005-61-7 methyl (methyl 4,5,7-tri-O-benzyl-3-deoxy-α-D-arabino-hept-2-ulopyranosid)onate 
• 119005-62-8 (2S,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-methoxy-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 141621-03-6 (2-deoxy-3,4,6-O-tribenzyl-α-D-glucopyranosyl)carboxaldehyde 
• 184653-30-3 methyl 3,4,6-tri-O-benzyl-2-deoxy-αβ-D-gluco-pyranoside 
• 119005-59-3 methyl 4,5,7-tri-O-benzyl-2,3-dideoxy-2-(prop-2-enyl)-β-D-arabino-hept-2-ulopyranosonate 
• 119005-60-6 (4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-chloro-tetrahydro-pyran-2-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Regioselective synthesis of naphthoquinone/naphthoquinol-carbohydrate hybrids by [4 + 2] anionic annulations and studies on their cytotoxicity

An efficient and regioselective synthetic route to naphthoquinone/naphthoquinol-carbohydrate hybrids has been developed. It is based upon anionic annulation of 3-nucleofugalphthalides with an acrylate appended sugar moiety. In each of the annulations studied, the arene-carbohydrate hybrids were obtained in good to excellent yields. The in vitro cytotoxic activity of the synthetic naphthoquinone/naphthonol-carbohydrate hybrids were evaluated against the human cervical cancer cell line (HeLa), and a few of them were found to exhibit potent anticancer activity against the cell line.

Synthetic routes to methyl 3-deoxy-aldulosonic acid methyl esters and their 2-deoxy isomers based on the Horner-Emmons and Peterson reaction of sugar lactones

The two reagents: 2-trimethylsilyl- and 2-[bis(2,2,2- trifluoroethoxy)phosphoryl]-1,3-dithianes were engaged in the construction of appropriate ketene thioacetals from the isomeric 2-deoxy-hexono-1,5-lactones via Horner-Emmons or Peterson reaction. A comparison of the results shows that the second reagent is more promising, as it forms the desired ketene thioacetals as sole products. The latter were directly transformed stereoselectively into the title α ulosonates in an oxidative hydrolysis reaction, using NBS/MeOH in CH2Cl2. A construction of the methyl 2-deoxy- ulosonates involved a preceding hydrogenation of the double bond by LiBH4- TMSCl species, and subsequent hydrolysis with NBS in aqueous THF medium.

Diastereoselective Free-radical Reactions. Part 1. Preparation of 2-Deoxy-β-glycosides by Synthesis and Reductive Decarboxylation of 3-Deoxyulosonic Acid Glycosides

A general procedure for the synthesis of 2-deoxy-β-D-glycosides involving the preparation of 3-deoxyulosonic acid glycosides from glycals and their reductive decarboxylation is described.