129840-37-5

Upstream product

• 58871-09-3 6-O-tert-butyldimethylsilyl-D-glucal 
• 100-39-0 benzyl bromide 
• 69739-34-0 t-butyldimethylsiyl triflate 
• 145852-76-2 3,6-di-O-benzyl-D-glucal 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 136656-49-0 3,4-di-O-acetyl-1,5-anhydro-6-O-t-butyldimethylsilyl-2-deoxy-D-arabino-hex-1-enitol 
• 82295-98-5 3,4-di-O-acetyl-1,5-anhydro-2-deoxy-D-arabino-hex-1-enitol 
• 2873-29-2 D-glucal triacetate 
• 13265-84-4 D-glucal 

Downstream Products

• 129840-38-6 (3R,4R,5S,6S)-4,5-Bis-benzyloxy-6-bromomethyl-2-methoxy-tetrahydro-pyran-3-ol 
• 912545-93-8 ethyl 3,4-di-O-benzyl-6-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside 
• 710965-69-8 (1S,3R,4S,5R,6S,7S)-4,5-Bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-oxa-bicyclo[4.1.0]heptane-7-carboxylic acid methyl ester 
• 152756-70-2 allyl O-(4,5:7,8-di-O-cyclohexylidene-3-deoxy-N-methyl-α-D-manno-2-octulopyranosylonamide)-(2-6)-O-(2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1-6)-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranoside 
• 152756-71-3 allyl O-(4,5:7,8-di-O-cyclohexylidene-3-deoxy-N-methyl-α-D-manno-2-octulopyranosylonamide)-(2-6)-O-(2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1-6)-2-azido-3,4-di-O-benzyl-2-deoxy-β-D-glucopyranoside 
• 152756-67-7 allyl 2-azido-3,4-di-O-benzyl-2-deoxy-β-D-glucopyranoside 
• 152756-64-4 allyl 2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranoside 

Relevant academic research and scientific papers

MOLECULAR PROBES FOR ANALYSIS OF METABOLISM OF GLYCOLYSIS INHIBITORS PRODRUGS AND SYNTHESIS METHODS THEREFORE

The present invention relates to compounds according to structure (I) whereby one of R1 to R3 is -OCOCD3 and the other two are either hydroxyl or OAc, their synthesis and their use in for the analysis of the metabolism of glycolysis inhibitors.

Carbocyclic Substrate Analogues Reveal Kanosamine Biosynthesis Begins with the α-Anomer of Glucose 6-Phosphate

NtdC is an NAD-dependent dehydrogenase that catalyzes the conversion of glucose 6-phosphate (G6P) to 3-oxo-glucose 6-phosphate (3oG6P), the first step in kanosamine biosynthesis in Bacillus subtilis and other closely-related bacteria. The NtdC-catalyzed r

NOVEL ACETATES OF 2-DEOXY MONOSACCHARIDES WITH ANTICANCER ACTIVITY

Novel compounds and methods of using the same to inhibit glycolysis and treat cancer and other diseases are provided herein.

Adducts of uridine and glycals as potential substrates for glycosyltransferases

We report on the synthesis of 2-deoxyglycosyl derivatives of uridine as potential donor substrates for glycosyltransferases. The totally stereoselective synthesis is accomplished by two sequential addition reactions of uridine derivatives to glycals promo

Synthesis of a-ring synthon of 19-nor-1alpha,25-dihydroxyvitamin D3 from (D)-glucose

The present invention provides a method for the synthesis of an A-ring synthon phosphine oxide used in the preparation of 19-nor vitamin D compounds, and to novel synthetic intermediates formed during the synthesis. The new method prepares the phosphine oxide from (D)-glucose.

Substituent effects on the SmI2/Pd(0)-promoted carbohydrate ring-contraction of 5-alkynylpyranosides

The effect of substituents on the reactivity and stereoselectivity of the SmI2/Pd(0)-promoted ring-contraction of 5-alkynylpyranosides has been examined using substrates substituted only at selected positions. While formation of 2-ethynylcyclopentanols takes place efficiently, an internal alkyne did not afford the expected product. The presence of peripheral alkoxy substituents leads to variable stereoselectivities that depend on the number and orientation of such groups. Thus, an isolated OBn substituent at C(3) (carbohydrate numbering) exerts a significant stereochemical control while additional substitution with the same group at C(4) either enhances or drastically reduces stereoselectivity depending on its orientation (α or β, respectively).

Design, synthesis and biological activity of carbohydrate-containing peptidomimetics as new ligands for the human tachykinin NK-2 receptor

Enantiopure cycloadducts between glycals and alkyl or aryl heterodienes were selected as small, rigid, nonpeptide molecules able to superimpose to the structure of the cyclopeptide tachykinin NK-2 antagonist 1. The presence of three aromatic groups in the pyranose ring resulted essential for NK-2 affinity, while an increase in activity was shown by the corresponding sulfoxides.

The particular sensitivity of silyl ethers of D-glucal toward two Vilsmeier - Haack reagents POCl3·DMF and (CF3SO2)2O·DMF. Their unique and selective conversion to the corresponding C(6)-O-formates

The two electrophilic Vilsmeier - Haack reagents POCl3·DMF 2 or (CF3SO2)2O·DMF 3 mediate the one-step and selective conversion of O-triethylsilyl (O-TES), O-tert-butyldimethylsilyl (O-TBDMS), O-tert-butyldiphenylsilyl (O-TBDPS), and O-triisopropylsilyl (O-TIPS) ethers of D-glucal to the corresponding C(6)-O-formates.

A New General Route to the Synthesis of Bicyclic Synthons from Glycals

Iodonium sym-dicollidine perchlorate (IDCP: bis(2,4,6-trimethylpyridine)iodine(1+) perchlorate) mediated intramolecular iodoalkoxylation of 3,4-di-O-substituted glycals 9a-14f gives rise to synthetically useful chiral bicyclic synthons 15a-20f respectivel