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

Base Information

• Chemical Name: methyl 2,3-di-O-benzoyl-4,6-O-<(R)-1-methoxycarbonylethylidene>-1-thio-α-D-galactopyranoside
• CAS No.: 138857-75-7
• Molecular Formula: C₂₅H₂₆O₁₀
• Molecular Weight: 486.475
• Mol file: 138857-75-7.mol

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

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

There total 9 articles about methyl 2,3-di-O-benzoyl-4,6-O-<(R)-1-methoxycarbonylethylidene>-1-thio-α-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: 95.0%

pyruvic acid methyl ester (600-22-6) + C33H48O9Si2 (145259-95-6) → (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)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; for 24h; Ambient temperature;

DOI:10.1055/s-1992-26291

Reference yield: 82.0%

pyruvic acid methyl ester (600-22-6) + methyl 2,3-bis-O-benzoyl-α-D-galactopyranoside (4137-35-3) → methyl 2,3-di-O-benzoyl-4,6-O-<(R)-1-methoxycarbonylethylidene>-1-thio-α-D-galactopyranoside (138857-75-7)

Guidance literature:

With boron trifluoride diethyl etherate; In acetonitrile; for 2.5h; Ambient temperature;

DOI:10.1016/0008-6215(94)80063-4

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;

upstream raw materials:

pyruvic acid methyl ester

C₂₇H₃₈O₈Si₂

C₃₃H₄₈O₉Si₂

methyl 2,3-bis-O-benzoyl-α-D-galactopyranoside

Downstream raw materials:

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

5-<(benzyloxycarbonyl)amino>pentyl 2,3-di-O-benzoyl-4,6-O<(R)-1-methoxycarbonylethylidene>-β-D-galactopyranoside