Methyl Mannoside

Methyl 6-deoxy-2,3-0-isopropylidene-4-0-tosyl-L-mannoside Methyl 0-deoxy-2,3-O-isopropyIidene-5-O-tosyl-L-mannoside Methyl 0-deoxy-2,3-di-O-methyl-4-O-to9yl- -L-mannoside Methyl 4,0-O-benzylidene-2-O-methyl-3-O-tosyl- 8-n-gaIactoside Methyl 0-deoxy-3-O-methyl-2,4-di-0-tosyl- 8-D-galactoside Methyl 0-deoxy-3,4-di-O-methyl-2-O-tosyl-acL-galactoside Methyl 2,0-dideoxy-3-O-methyl-4-O-tosyl-a-D- galactoside ... 

Trimethyl-D-mannose was first synthesized by Bott, Haworth and Hirst,42 during their study of the obstructed form of methyl 2-acetyl-a-D-mannoside, methylation of which compound, followed by acid... 

D-Methyl mannoside with 2 M KSCN at pH 7.5 in potassium phosphate buffer... 

Methyl a-D-mannopyranoside was treated in succession with p-toluene-sulfonyl chloride, carbonyl chloride, and benzoyl chloride, and, without isolating the intermediates, there was obtained in 37% yield methyl 4-0-l enzoyl-2,3-O-carbony 1-6-0-(p-tolylsulfonyl ) -D-mannoside. The tos-yloxyl group of the latter was replaced by iodine, and hydrogenation of the 6-iodo derivative in the presence of a nickel boride catalyst gave methyl 4-0-benzoyl-2,3-0-carbonyl-6-deoxy- -D-mannoside. Treatment of the latter with hydrogen bromide in acetic acid gave crystalline 4-0-benzoyl-2,3-0-carbonyl-6-deoxy-a-D-mannosyl bromide (8) (16). The... 

Structure and Reactivity of Anhydro-sugars. Part I. Branched-chain Sugars. Part I. Action of Di-ethylmagnesium on Methyl 2 3-Anhydro-4 6-0-benzylidene-a-D-mannoside, A. B. Foster, W. G. Overend, M. Stacey, and G. Vaughan,/. Chem. Soc., (1953) 3308-3313. 

Acidification with trichloracetic acid catalyses oxidation , the fractional increase in the rate coefficient per mole of acid added, viz. Ak/ko)/[sicid], being of the order of two. Strong catalysis by alkali metal acetates has been observed for several oxidations, e.g. of m-cyclohexane-l,2-diol °, formic acid , methyl mannoside and galactoside and several a-hydroxycarboxylic acids °. 

J. J. Grimaldi, B. D. Sykes 1975, (Con-canavalin A a stopped flow nuclear magnetic resonance study of conformational changes induced by Mn++, Ca++, and alpha-methyl-D-mannoside),/. Biol. Chem. 250, 1618. 

The methyl 2,3,4-trimethyl-a-D-mannuronoside (XLI) was synthesized from methyl 2,3,4-trimethyl-a-D-mannoside by the method pre-... 

Three routes to the synthesis of D-mannuronic acid (XLIII) are now known. The first42 was based on the original method of Fischer and Piloty48 and involved the reduction of D-mannosaccharodilactone (XLII) with sodium amalgam. The second44 utilized methyl 2,3-isopropyli-dene-a-D-mannoside (XLIV) which was oxidized at C6 with alkaline potassium permanganate to methyl isopropylidene-a-D-mannuronoside ... 

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