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

Base Information

• Chemical Name: benzyl 2,3-di-O-benzoyl-4,6-O-<(S)-1-(methoxycarbonyl)ethylidene>-α-D-glucopyranoside
• CAS No.: 138857-67-7
• Molecular Formula: C₃₁H₃₀O₁₀
• Molecular Weight: 562.573

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

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

Chemical Property:

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

There total 7 articles about benzyl 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: 86.0%

pyruvic acid methyl ester (600-22-6) + benzyl 2,3-di-O-benzoyl-α-D-glucopyranoside (65725-43-1,138857-51-9,65725-42-0) → benzyl 2,3-di-O-benzoyl-4,6-O-<(S)-1-(methoxycarbonyl)ethylidene>-α-D-glucopyranoside (138857-67-7)

Guidance literature:

With boron trifluoride diethyl etherate; In acetonitrile; for 2h; Ambient temperature;

DOI:10.1016/0040-4039(94)85023-2

Reference yield: 66.0%

pyruvic acid methyl ester (600-22-6) + C33H42O8Si2 (138857-57-5,138857-63-3,138857-94-0) → benzyl 2,3-di-O-benzoyl-4,6-O-<(S)-1-(methoxycarbonyl)ethylidene>-α-D-glucopyranoside (138857-67-7)

Guidance literature:

trimethylsilyl trifluoromethanesulfonate; In dichloromethane; 1.) 0 deg C, 2.) room temperature, 24 h;

Reference yield: 29.0%

pyruvic acid methyl ester (600-22-6) + benzyl 2,3-di-O-benzoyl-α-D-glucopyranoside (65725-43-1,138857-51-9,65725-42-0) → benzyl 2,3-di-O-benzoyl-4,6-O-<(S)-1-(methoxycarbonyl)ethylidene>-α-D-glucopyranoside (138857-67-7) + (2R,4aR,6S,7R,8S,8aR)-7,8-Bis-benzoyloxy-6-benzyloxy-2-methyl-hexahydro-pyrano[3,2-d][1,3]dioxine-2-carboxylic acid methyl ester

Guidance literature:

With boron trifluoride diethyl etherate; Ambient temperature;

DOI:10.1016/0040-4039(94)85023-2

upstream raw materials:

pyruvic acid methyl ester

C₃₃H₄₂O₈Si₂

benzyl 2,3-di-O-benzoyl-α-D-glucopyranoside

methyl pyruvate diphenyl dithioacetal

Downstream raw materials:

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

benzyl 4,6-O-<(S)-1-(methoxycarbonyl)ethylidene>-α-D-glucopyranoside

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

2,3-di-O-benzoyl-4,6-O-(1-methoxycarbonylethylidene)-D-glucopyranosyl trichloroacetimidate

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