BIOMAT Database Logo BIOMAT Database Logo

Synthesis of methyl 4,6-O-benzylidene-2,3-dideoxy-2-C-formyl-alpha-D-erythro-hex-2-enopyranoside. 2005

María I Mangione, and Alejandra G Suárez, and Rolando A Spanevello
Instituto de Química Orgánica de Síntesis, Facultad de Ciencias Bioquímicas y Farmacéuticas, Universidad Nacional de Rosario-CONICET, Suipacha 531, S2002LRK Rosario, Argentina.

The synthesis of the title compound was achieved in seven steps and 61% overall yield from methyl alpha-D-glucopyranoside.

UI MeSH Term Description Entries
D006027 Glycosides Any compound that contains a constituent sugar, in which the hydroxyl group attached to the first carbon is substituted by an alcoholic, phenolic, or other group. They are named specifically for the sugar contained, such as glucoside (glucose), pentoside (pentose), fructoside (fructose), etc. Upon hydrolysis, a sugar and nonsugar component (aglycone) are formed. (From Dorland, 28th ed; From Miall's Dictionary of Chemistry, 5th ed) Glycoside
D015394 Molecular Structure The location of the atoms, groups or ions relative to one another in a molecule, as well as the number, type and location of covalent bonds. Structure, Molecular,Molecular Structures,Structures, Molecular

Related Publications

María I Mangione, and Alejandra G Suárez, and Rolando A Spanevello
Synthesis and reactions of methyl 2,3-di-o-benzyl-4,6-dideoxy-alpha-d-threo-hex-4-enopyranoside.
August 1975, The Journal of organic chemistry,
María I Mangione, and Alejandra G Suárez, and Rolando A Spanevello
The crystal structure of ethyl 2,3-dideoxy-alpha-D-erythro-hex-2-enopyranoside.
May 1984, Carbohydrate research,
María I Mangione, and Alejandra G Suárez, and Rolando A Spanevello
Photoreaction of methyl and phenyl 4,6-O-benzylidene-2,3-dideoxy-2-C-p-tolylsulfonyl-beta-D-erythro-hex-2-enopyranosides in methanol.
November 2002, Carbohydrate research,
María I Mangione, and Alejandra G Suárez, and Rolando A Spanevello
X-ray crystallographic and high-resolution NMR spectroscopy characterization of 4,6-di-O-acetyl-2,3-dideoxy-alpha-D-erythro-hex-2-enopyranosyl sulfamide.
November 2008, Carbohydrate research,
María I Mangione, and Alejandra G Suárez, and Rolando A Spanevello
A convenient synthesis of D-glucose-2-C-d derivatives, and of methyl 4,6-O-benzylidene-2-C-methyl-alpha-D-glucopyranoside.
September 1977, Carbohydrate research,
María I Mangione, and Alejandra G Suárez, and Rolando A Spanevello
A facile synthesis of 4,6-O-benzylidene-D-glycals via 1,5-anhydro-4,6-O-benzylidene-D-hex-1-en-3-ulose.
November 2008, Carbohydrate research,
María I Mangione, and Alejandra G Suárez, and Rolando A Spanevello
Synthesis of macrolide antibiotics. II. Stereoselective synthesis of methyl 4,6-O-benzylidene-2-deoxy-2-C,3-O-dimethyl-alpha-D-glucopyranoside. Stereochemistry of hydrogenation of the C-2 methylene group of methyl 4,6-O-benzylidene-2-deoxy-2-C-methylene-3-O-methyl-alpha-and -beta-D-arabino-hexopyranoside.
November 1975, The Journal of organic chemistry,
María I Mangione, and Alejandra G Suárez, and Rolando A Spanevello
Synthesis of 1-(3-azido-2,3-dideoxy-beta-D-allofuranosyl)thymine, 1-(2,3-dideoxy-beta-D-allofuranosyl)thymine, and 1-(2,3-dideoxy-beta-D-erythro-hex-2-enofuranosyl)thymine.
September 1991, Carbohydrate research,
María I Mangione, and Alejandra G Suárez, and Rolando A Spanevello
Reaction of derivatives of methyl 2,3-O-benzylidene-6-deoxy-alpha-L-mannopyranoside with butyllithium: synthesis of methyl 2,6-dideoxy-4-O-methyl-alpha-L-erythro-hexopyranosid-3-ulose.
July 1976, Carbohydrate research,
María I Mangione, and Alejandra G Suárez, and Rolando A Spanevello
Prop-2-yn-1-yl 4,6-di-O-acetyl-2,3-dide-oxy-α-d-erythro-hex-2-enopyran-o-side.
December 2011, Acta crystallographica. Section E, Structure reports online,
Copied contents to your clipboard!