methyl 2,3-di-O-benzoyl-4,6-O-<(S)-1-(methoxycarbonyl)ethylidene>-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 2,3-di-O-benzoyl-4,6-O-<(S)-1-(methoxycarbonyl)ethylidene>-α-D-glucopyranoside
• CAS No.: 120316-98-5
• Molecular Formula: C₂₅H₂₆O₁₀
• Molecular Weight: 486.475
• Mol file: 120316-98-5.mol

Synonyms:methyl 2,3-di-O-benzoyl-4,6-O-<(S)-1-(methoxycarbonyl)ethylidene>-α-D-glucopyranoside

Chemical Property of methyl 2,3-di-O-benzoyl-4,6-O-<(S)-1-(methoxycarbonyl)ethylidene>-α-D-glucopyranoside

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-<(S)-1-(methoxycarbonyl)ethylidene>-α-D-glucopyranoside

There total 13 articles about methyl 2,3-di-O-benzoyl-4,6-O-<(S)-1-(methoxycarbonyl)ethylidene>-α-D-glucopyranoside 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: 65.0%

pyruvic acid methyl ester (600-22-6) + methyl 2,3-di-O-benzoyl-α-D-glucopyranoside (4137-35-3,23397-67-3,102518-21-8,109681-62-1,117124-69-3,149035-49-4) → methyl 2,3-di-O-benzoyl-4,6-O-<(S)-1-(methoxycarbonyl)ethylidene>-α-D-glucopyranoside (120316-98-5)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; for 24h; Ambient temperature; other substrates;

DOI:10.1016/S0040-4039(00)60097-7

Reference yield: 60.0%

pyruvic acid methyl ester (600-22-6) + Methyl 2,3-di-O-benzoyl-4,6-O-(1,1,3,3-tetraisopropyl-1,3-disiloxane-1,3-diyl)-α-D-glucopyranoside (138329-03-0) → methyl 2,3-di-O-benzoyl-4,6-O-<(S)-1-(methoxycarbonyl)ethylidene>-α-D-glucopyranoside (120316-98-5)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; for 15h; Ambient temperature;

DOI:10.1055/s-1992-26291

Reference yield: 56.0%

pyruvic acid methyl ester (600-22-6) + Methyl 2,3-di-O-benzoyl-4,6-O-(1,1,3,3-tetraisopropyl-1,3-disiloxane-1,3-diyl)-α-D-glucopyranoside (138329-03-0) → methyl 2,3-di-O-benzoyl-4,6-O-<(S)-1-(methoxycarbonyl)ethylidene>-α-D-glucopyranoside (120316-98-5) + (2R,4aR,6S,7R,8S,8aR)-7,8-Bis-benzoyloxy-6-methoxy-2-methyl-hexahydro-pyrano[3,2-d][1,3]dioxine-2-carboxylic acid methyl ester (120316-97-4)

Guidance literature:

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

DOI:10.1055/s-1992-26291

upstream raw materials:

methanol

(2S,4aR,6S,7R,8S,8aR)-7,8-Bis-benzoyloxy-2-methyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine-2-carboxylic acid methyl ester

pyruvic acid methyl ester

C₂₇H₃₈O₈Si₂