65530-27-0

Upstream product

• 3150-15-0 methyl 2,3-anhydro-4,6-O-benzilidene-α-D-mannopyranoside 
• 14929-14-7 methyl-[O⁴,O⁶-((R)-benzylidene)-O²-(toluene-4-sulfonyl)-α-D-arabino-3-deoxy-hexopyranoside] 
• 118330-02-2 methyl 4,6-O-benzylidene-2,3-O-selenecarbonyl-α-D-mannoside 
• 78-94-4 methyl vinyl ketone 
• 66537-92-6 methyl 2,3-anhydro-4,6-benzylidene-α-D-allopyranoside 
• 107-13-1 acrylonitrile 
• 80-62-6 methacrylic acid methyl ester 
• 4148-58-7 (4aR,6S,7S,8R,8aS)-6-Methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol 
• 72904-78-0 methyl 3-deoxy-4,6-O-phenylmethylene-α-D-arabinohexopyranoside 
• 67-56-1 methanol 
• 2880-96-8 (1aR,2S,6R,7aR,7bR)-2-Methoxy-6-phenyl-hexahydro-1,3,5,7-tetraoxa-cyclopropa[a]naphthalene 
• 126456-16-4 methyl 2,3-bis-O-<(trifluoromethyl)sulfonyl>-4,6-O-(phenylmethylene)-α-D-glucopyranoside 
• 100-52-7 benzaldehyde 
• 3162-96-7 4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside 

Downstream Products

• 3150-15-0 methyl 2,3-anhydro-4,6-O-benzilidene-α-D-mannopyranoside 
• 3162-96-7 methyl-4,6-O-phenylmethylene-α-D-mannopyranoside 
• 65530-31-6 (4aR,6R,8aS)-6-methoxy-2-(4-methoxyphenyl)-4,4a,6,8a-tetrahydropyrano[3,2-d][1,3]dioxine 
• 74644-56-7 1,5-anhydro-3-azido-4,6-O-benzylidene-2,3-dideoxy-D-arabino-hex-1-enitol 
• 117468-12-9 (2R,4aR,6S,8aS)-(+)-6-methoxy-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxine 
• 393818-85-4 (+)-(2R,3S,6S)-2-{2-[2-(3,4-dichlorophenyl)acetylamino]ethyl}-6-methoxyoxan-3-yl 4-methylbenzenesulfonate 
• 393818-86-5 (+)-N-{2-[(2R,3R,6S)-3-azido-6-methoxyoxan-2-yl]ethyl}-2-(3,4-dichlorophenyl)acetamide 
• 393818-84-3 (+)-2-(3,4-dichlorophenyl)-N-{2-[(2R,3S,6S)-3-hydroxy-6-methoxyoxan-2-yl]ethyl}acetamide 
• 393818-89-8 (+)-1-[(1R,5R,6R)-6-azido-9-oxa-2-azabicyclo[3.3.1]nonan-2-yl]-2-(3,4-dichlorophenyl)ethan-1-one 
• 330953-54-3 (+)-[(2R,3S,6S)-2-cyanomethyl-6-methoxyoxan-3-yl] benzoate 
• 142573-09-9 methyl 4-O-benzoyl-6-bromo-2,3,6-trideoxy-β-D-erythro-hexopyranoside 
• 18933-68-1 methyl 4-O-benzoyl-6-bromo-2,3,6-trideoxy-α-D-erythrohexopyranoside 
• 145593-73-3 (+)-[(2R,3S,6S)-2-(benzoyloxymethyl)-6-methoxyoxan-3-yl] benzoate 
• 2774-22-3 2,3-O-diacetyl-(4,6-O-benzylidene)methyl-α-D-mannopyranoside 

Relevant academic research and scientific papers

Efficient Two-Step Multifunctionalization of Substituted 2-Hydro-xyglycopyranosides

A straightforward route to diversely functionalized glycopyranosides is reported. 2,3-Enopyranosides, 2- and/or 3-azido-, 2-halopyranosides, and a hex-3-ulose, among other α- and β-glycopyranosides are easily obtained in good to excellent yields from 2-hydroxyglycopyranosides by means of a two-step process involving trifluoromethanesulfonation and subsequent treatment with the appropriate nucleophilic agent.

Kinetically controlled Ferrier rearrangement of 3-O-mesyl-d-glycal derivatives

The Ferrier rearrangement, which is widely used in carbohydrate chemistry, is generally performed under acidic conditions to give an α anomer with high stereoselectivity. We have found that 3-O-mesyl-d-glycals 2-4 were smoothly reacted with alcohols in th

Synthesis and opioid-receptor binding of novel amino-substituted morphan analogues

Starting with methyl 4,6-O-benzylidene-α-D-glucopyranoside (4), an optimized procedure is reported for preparation of the bromide 7, which is transformed into the N-acylated heptopyranosamine 9. After introduction of an axially positioned azido moiety in

Thio-sugars III. Radical catalyzed thione-thiol rearrangement of cyclic thionocarbonates on a pyranose ring: Formation of cis-arranged cyclic thiolcarbonates

Pyranoside 3,4-cis-thionocarbonates, under radical-promoted reaction conditions (method A, B, or C, described in the text), gave O-S rearrangement products, 3,4-thiolcarbonates of cis-stereochemistry, in acceptable yields. 2,3-Thionocarbonates of trans-stereochemistry also gave the rearrangement products of cis-stereochemistry preferentially in method B (photolysis with hexabutyldistannane). Although regio-control of the product was not satisfactory in most cases, some of the results suggested that the regioselectivity of the reaction is markedly influenced by the stereochemistry of the anomeric position of the substrates. The products were converted to thioglycosides (peracetate forms) by conventional means.

An Improved Synthesis of 2,3- and 3,4-Unsaturated Pyranosides: the Use of Microwave Energy

Tipson-Cohen reactions of sugar derivatives containing contigous sulfonyloxy groups have been studied in a microwave oven.Considerable rate increases and high yields of the unsaturated products have been observed.

A Novel Route to Olefins from Vicinal Diols

A novel reagent system consisting of chlorodiphenylphosphine, imidazole, and iodine in an inert solvent converts vicinal diols to olefins.Reagents are, after completed reaction, removed by extractive procedures, which facilitates large-scale preparations.Vicinal diols consisting of either a primary and a secondary hydroxyl or two secondary hydroxyls are in this way converted to olefins in high yields.

The Synthesis of Some Compounds Containing the Selenocarbonyl Group by Using Viehe's Salt/Sodium Hydrogen Selenide: an Approach to Cyclic Selenocarbonates in the Monosaccharide Series

The treatment of various thiols, phenols and amines with Viehe's salt (Me2N+=CCl2Cl-, followed by addition to sodium hydrogen selenide in ethanol, can lead to useful syntheses of compounds containing the selenocarbonyl group, namely selenothiocarbamates, selenodithiocarbonates, selenothiocarbonates and selenoureas.As well, the combination of Viehe's salt/sodium hydrogen selenide allows the conversion of some carbohydrate cis vicinal diols into novel cyclic selenocarbonates, and a single-crystal X-ray diffraction structure determination of one of these selenocarbonates is reported.The treatment of these selenocarbonates with methyl iodide and various phosphorus reagents is reported, as well as some unsuccessful attempts towards tellurocarbonates and telluroureas.

A New and Versatile Method for the Preparation of Unsaturated Sugars

Reaction of vicinal diols with iodoform, triphenylphosphine, and imidazole gives the corresponding olefin in high to moderate yields.