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

Base Information

Chemical Name: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
CAS No.:138857-91-7
Molecular Formula:C₅₂H₄₈O₁₈
Molecular Weight:960.942
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 8 articles about 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 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%

: 86394-88-9
methyl 2,4,6-tri-O-benzoyl-β-D-glucopyranoside

: 143394-76-7
2,3-di-O-benzoyl-4,6-O-(1-methoxycarbonylethylidene)-D-glucopyranosyl trichloroacetimidate

: 138857-91-7
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

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 ℃; for 2h;
DOI:10.1021/jo00057a021

Reference yield: 27.0%

: 86394-88-9
methyl 2,4,6-tri-O-benzoyl-β-D-glucopyranoside

: 145835-77-4
2,3-di-O-benzoyl-4,6-O<(S)-1-(methoxycarbonyl)ethylidene>-β-D-glucopyranosyl fluoride

: 138857-91-7
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

Guidance literature:: With boron trifluoride diethyl etherate; triethylamine; In dichloromethane; for 1h; Ambient temperature;
DOI:10.1021/jo00057a021

Reference yield:

: 65725-42-0,65725-43-1,138857-51-9
benzyl 2,3-di-O-benzoyl-D-glucopyranoside

: 138857-91-7
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

Guidance literature:: Multi-step reaction with 5 steps

1: 29 percent / NOBF₄ / CH₂Cl₂ / 5 h / -20 °C

2: TMSOTf / CH₂Cl₂ / 20 h / Ambient temperature

3: 100 percent / H₂ / 10percent Pd/C / acetic acid / 24 h / 760 Torr

4: 86 percent / K₂CO₃ / CH₂Cl₂ / 24 h / Ambient temperature

5: 65 percent / BF₃*Et₂O / CH₂Cl₂ / 0.75 h / Ambient temperature

With boron trifluoride diethyl etherate; hydrogen; potassium carbonate; nitrosonium tetrafluoroborate; palladium on activated charcoal; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; acetic acid;