74984-87-5

Basic information

• Product Name: Methyl-4,5-O-benzyliden-2,3-carbonato-α-D-mannopyranosid
• Synonyms: Methyl-4,5-O-benzyliden-2,3-carbonato-α-D-mannopyranosid
• CAS NO: 74984-87-5
• Molecular Weight: 308.288
• Mol File: 74984-87-5.mol

Chemical Properties

• CAS DataBase Reference: Methyl-4,5-O-benzyliden-2,3-carbonato-α-D-mannopyranosid(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl-4,5-O-benzyliden-2,3-carbonato-α-D-mannopyranosid(74984-87-5)
• EPA Substance Registry System: Methyl-4,5-O-benzyliden-2,3-carbonato-α-D-mannopyranosid(74984-87-5)

Safety Data

• Hazardous Substances Data: 74984-87-5(Hazardous Substances Data)

Upstream product

• 3162-96-7 methyl-4,6-O-phenylmethylene-α-D-mannopyranoside 
• 74984-85-3 methyl-4,6-O-phenylmethylene-2,3-thionocarbonyl-α-D-mannopyranoside 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 79549-74-9 methyl 4,6-O-benzylidene-α-D-allopyranoside 
• 33842-02-3 dichloromethylenedimethyliminium chloride 
• 617-04-9 (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol 
• 74948-68-8 methyl 4,6-O-isopropylidene-2,3-O-thiocarbonyl-α-D-mannoside 
• 74948-69-9 methyl 2,3-O-thiocarbonyl-α-D-mannopyranoside 
• 63167-67-9 methyl 4,6-O-isopropylidene-α-D-mannopyranoside 
• 4148-58-7 (4aR,6S,7S,8R,8aS)-6-Methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol 
• 1659-31-0 2,2'-dipyridyl carbonate 
• 75-44-5 phosgene 
• 59533-02-7 N-(dichloromethylene)-N,N-diethylammonium chloride 

Relevant articles and documents

Total synthesis of bleomycin A2 and related agents. 4. Synthesis of the disaccharide subunit: 2-O-( 3-O-Carbamoyl-α-D-mannopyranosyl)-L-gulopyranose and completion of the total synthesis of bleomycin A2

The chemical synthesis of 2-O-(3-O-carbamoyl-α-D-mannopyranosyl)-L-gulopyranose and its incorporation into a total synthesis of bleomycin A2 (1) readily adaptable to the preparation of structural analogs are detailed. Key strategic elements of

The Reaction of N-Dichloromethylene-N,N-dimethylammonium Chloride (Viehe's Salt) with Some Carbohydrate Diols

The reaction of Viehe's salt (Me2N1+=CCl2Cl1-) with various carbohydrate diols (manno, allo) in the presence of a base is reported, the products being, after hydrolysis, either carbonate (with pyridine) or the carbamate (with triethylamine).A rationalization of the two different types of product formed is given in terms of the stereoelectronic control proposal by Deslongchamps.

The Reaction of N-Dichloromethylene-N,N-diethylammonium Chloride with Some Carbohydrate Alcohols and Diols

An improved synthesis of N-dichloromethylene-N,N-diethylammonium chloride is reported, and some reactions with various carbohydrate alcohols and diols are compared with those employing the usual N-dichloromethylene-N,N-dimethylammonium chloride (Viehe's s

The Reaction of Methyl 4,6-O-Isopropylidene-2,3-O-thiocarbonyl-α-D-mannoside with Methyl Iodide: a Synthesis of Methyl α-Tyveloside (Methyl 3,6-Dideoxy-α-D-arabino-hexopyranoside)

The reaction of methyl 4,6-O-isopropylidene-2,3-O-thiocarbonyl-α-D-mannoside with methyl iodide gives two major products, methyl 3,6-dideoxy-3,6-diiodo-2-O-(methylthio)carbonyl-α-D-altropyranoside and methyl 2,3-O-carbonyl-6-deoxy-6-iodo-α-D-mannopyranoside, both of which lack the 4,6-O-isopropylidene grouping but contain the 6-deoxy-6-iodo function, and another minor product.One of the major product, methyl 3,6-dideoxy-3,6-diiodo-2-O-(methylthio)carbonyl-α-D-altropyranoside, is convertedinto methyl α-tyveloside by sequential reduction and ester removal.The incorporation of iodine at C 6 is seemingly due to hydrogen iodide, and may be suppressed in the presence of N,N,N,N-trtramethylnaphthalene-1,8-diamine or propylene oxide, or by the use of 4,6-O-benzylidene-2,3-O-thiocarbonyl-α-D-mannoside as substrate.Methyl iodide/propylene oxide is apparently an efficient combination for thiocarbonate (C=S) into carbonate conversion.The structure of the minor product was shown by single-crystal X-ray diffraction to be 1,6-anhydro-3-deoxy-3-iodo-2-O-(methylthio)carbonyl-β-D-altropyranose.