methyl 2,3-di-O-benzoyl-4,6-O-<(R)-1-methoxycarbonylethylidene>-β-D-galactopyranoside

Base Information

• Chemical Name: methyl 2,3-di-O-benzoyl-4,6-O-<(R)-1-methoxycarbonylethylidene>-β-D-galactopyranoside
• CAS No.: 129192-92-3
• Molecular Formula: C₂₅H₂₆O₁₀
• Molecular Weight: 486.475
• Mol file: 129192-92-3.mol

Synonyms:methyl 2,3-di-O-benzoyl-4,6-O-<(R)-1-methoxycarbonylethylidene>-β-D-galactopyranoside

Chemical Property of methyl 2,3-di-O-benzoyl-4,6-O-<(R)-1-methoxycarbonylethylidene>-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,3-di-O-benzoyl-4,6-O-<(R)-1-methoxycarbonylethylidene>-β-D-galactopyranoside

There total 13 articles about methyl 2,3-di-O-benzoyl-4,6-O-<(R)-1-methoxycarbonylethylidene>-β-D-galactopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

methanol (67-56-1) + 2,3-di-O-benzoyl-4,6-O-<1-(R)-methoxycarbonyl(ethylidene)>-α-D-galactopyranosyl chloride (138857-92-8) → methyl 2,3-di-O-benzoyl-4,6-O-<(R)-1-methoxycarbonylethylidene>-β-D-galactopyranoside (129192-92-3)

Guidance literature:

With 2,4,6-trimethyl-pyridine; 3 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; for 0.25h; Ambient temperature;

Reference yield: 32.0%

pyruvic acid methyl ester (600-22-6) + C27H38O8Si2 (138857-62-2) → methyl 2,3-di-O-benzoyl-4,6-O-<(R)-1-methoxycarbonylethylidene>-β-D-galactopyranoside (129192-92-3) + (R)-4-((2S,3S,4R,5R)-3,4-Bis-benzoyloxy-5-methoxy-tetrahydro-furan-2-yl)-2-methyl-[1,3]dioxolane-2-carboxylic acid methyl ester (138857-76-8,138857-77-9) + methyl 2,3-di-O-benzoyl-4,6-O-<(R)-1-methoxycarbonylethylidene>-1-thio-α-D-galactopyranoside (138857-75-7) + (2S,4aR,6R,7R,8S,8aS)-7,8-Bis-benzoyloxy-6-methoxy-2-methyl-hexahydro-pyrano[3,2-d][1,3]dioxine-2-carboxylic acid methyl ester (138857-78-0)

Guidance literature:

trimethylsilyl trifluoromethanesulfonate; In dichloromethane; for 20h; Further byproducts given. Title compound not separated from byproducts; Ambient temperature;

Reference yield: 8.0%

pyruvic acid methyl ester (600-22-6) + C32H40O8Si2 (138857-65-5) → methyl 2,3-di-O-benzoyl-4,6-O-<(R)-1-methoxycarbonylethylidene>-β-D-galactopyranoside (129192-92-3) + (R)-4-((2S,3S,4R,5R)-3,4-Bis-benzoyloxy-5-methoxy-tetrahydro-furan-2-yl)-2-methyl-[1,3]dioxolane-2-carboxylic acid methyl ester (138857-76-8,138857-77-9) + (2S,4aR,6R,7R,8S,8aS)-7,8-Bis-benzoyloxy-6-methoxy-2-methyl-hexahydro-pyrano[3,2-d][1,3]dioxine-2-carboxylic acid methyl ester (138857-78-0)

Guidance literature:

trimethylsilyl trifluoromethanesulfonate; In dichloromethane; Yield given. Yields of byproduct given. Title compound not separated from byproducts; 1.) -20 deg C, 2.) room temperature, 20 h;

upstream raw materials:

diazomethane

methyl 2,3-di-O-benzoyl-4,6-O-<(R)-1-(3,4-dimethoxyphenyl)ethylidene>-β-D-galactopyranoside

methanol

2,3-di-O-benzoyl-4,6-O-<1-(R)-methoxycarbonyl(ethylidene)>-α-D-galactopyranosyl chloride