104477-38-5

Upstream product

• 100-39-0 benzyl bromide 
• 104530-15-6 methyl 3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-β-D-galactopyranoside 
• 1824-94-8 methyl beta-D-galactopyranoside 
• 104530-14-5 Methyl 3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-α-D-galactopyranoside 

Downstream Products

• 15038-69-4 methyl 2-O-benzyl-β-D-galactopyranoside 
• 81348-26-7 methyl 2-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranoside 
• 143916-27-2 methyl 2-O-benzyl-4-deoxy-α-L-threo-hex-4-enodialdo-1,5-pyranoside 
• 104477-40-9 methyl 6-O-acetyl-2-O-benzyl-β-galactopyranoside 
• 104477-39-6 Acetic acid (3aS,4R,6R,7R,7aS)-7-benzyloxy-6-methoxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethyl ester 
• 27851-16-7 methyl 2-O-benzyl-3,4-O-isopropylidene-α-D-galactopyranoside 
• 143916-27-2 methyl 2-O-benzyl-4-deoxy-β-L-threo-hex-4-enodialdo-1,5-pyranoside 
• 124780-62-7 methyl 2-O-benzyl-3,4-O-isopropylidene-α-D-galactodialdo-1,5-pyranoside 
• 172291-81-5 methyl O-(3,4-di-O-benzoyl-2-O-phenoxythiocarbonyl-α-L-rhamnopyranosyl)-(1<*>2)-3,4,6-tri-O-benzoyl-α-D-galactopyranoside 
• 172291-79-1 methyl O-(2-O-acetyl-3,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1<*>2)-3,4,6-tri-O-benzoyl-α-D-galactopyranoside 
• 172291-80-4 methyl O-(3,4-di-O-benzoyl-α-L-rhamnopyranosyl)-(1<*>2)-3,4,6-tri-O-benzoyl-α-D-galactopyranoside 
• 172291-75-7 methyl O-(2,3-di-O-benzoyl-4,6-dideoxy-α-L-lyxo-hexopyranosyl)-(1<*>2)-3,4,6-tri-O-benzoyl-α-D-galactopyranoside 
• 172291-82-6 methyl O-(3,4-di-O-benzoyl-2,6-dideoxy-α-L-arabino-hexopyranosyl)-(1<*>2)-3,4,6-tri-O-benzoyl-α-D-galactopyranoside 
• 172291-73-5 methyl 3,4,6-tri-O-benzoyl-α-D-galactopyranoside 

Relevant academic research and scientific papers

A new synthesis of L-ascorbic acid from D-galactose

1,5-Anhydro-D-galactitol, easily available from D-galactose, was selectively protected in positions 2, 3 and 4 and converted into 5-O-acetyl-2,6-anhydro-3-deoxy-L-threo-hex-2-enonic acid methyl ester, which, on reaction with MCPBA in acetic acid gave 2,5-di-O-acetyl-α-L-lyxo-hex-2-ulopyranosonic acid methyl ester. Reaction of the latter with sodium methoxide produced sodium L-ascorbate in high yield. Several side-reactions and the conformations of some of the intermediates are also discussed.

Synthesis of methyl O-α-L-rhamnopyranosyl-(12)-α-D-galactopyranosides specifically deoxygenated at position 3, 4, or 6 of the galactose residue

The title disaccharides were synthesized by condensation of 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl bromide with suitably protected, deoxygenated derivatives of methyl α-D-galactopyranoside.Deoxygenation was achieved via activation of a protected methyl α

NEW RESULTS IN THE ISOPROPYLIDENATION OF GALACTOPYRANOSIDES. USEFUL INTERMEDIATES FOR THE SYNTHESIS OF GALACTOSE DERIVATIVES.

Reaction of several α- and β-galactopyranosides with 2,2-dimethoxypropane produced up to five types of mono-, bis-, and tris(isopropylidene)acetals, among which the 3,4-O-isopropylidene-6-O-(2-methoxyisopropyl) derivatives can be obtained in high yield an