6-O-benzoyl-6β-chlorogenin 3-O-(3,6-di-O-benzoyl-2,4-di-O-levulinoyl-β-D-glucopyranoside)

Base Information

Chemical Name:6-O-benzoyl-6β-chlorogenin 3-O-(3,6-di-O-benzoyl-2,4-di-O-levulinoyl-β-D-glucopyranoside)
CAS No.:1383476-48-9
Molecular Formula:C₆₄H₇₈O₁₆
Molecular Weight:1103.31
Hs Code.:

Synonyms:6-O-benzoyl-6β-chlorogenin 3-O-(3,6-di-O-benzoyl-2,4-di-O-levulinoyl-β-D-glucopyranoside)

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Chemical Property of 6-O-benzoyl-6β-chlorogenin 3-O-(3,6-di-O-benzoyl-2,4-di-O-levulinoyl-β-D-glucopyranoside)

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Technology Process of 6-O-benzoyl-6β-chlorogenin 3-O-(3,6-di-O-benzoyl-2,4-di-O-levulinoyl-β-D-glucopyranoside)

There total 4 articles about 6-O-benzoyl-6β-chlorogenin 3-O-(3,6-di-O-benzoyl-2,4-di-O-levulinoyl-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: 49.0%

: 1383476-44-5
6-O-benzoyl-6β-chlorogenin

: 1383476-27-4
3,6-di-O-benzoyl-2,4-di-O-levulinoyl-D-glucopyranosyl trichloroacetimidate

: 1383476-48-9
6-O-benzoyl-6β-chlorogenin 3-O-(3,6-di-O-benzoyl-2,4-di-O-levulinoyl-β-D-glucopyranoside)

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 ℃; for 0.5h; Inert atmosphere; Molecular sieve;
DOI:10.1016/j.ejmech.2012.04.022

Reference yield:

: 210687-07-3
3-O-benzyl laxogenin

: 1383476-48-9
6-O-benzoyl-6β-chlorogenin 3-O-(3,6-di-O-benzoyl-2,4-di-O-levulinoyl-β-D-glucopyranoside)

Guidance literature:: Multi-step reaction with 4 steps

1: methanol; sodium tetrahydroborate / 1,4-dioxane / 0 °C / Inert atmosphere

2: pyridine / 1 h / 0 °C / Inert atmosphere

3: palladium 10% on activated carbon; hydrogen; triethylamine / ethanol; dichloromethane / 12 h / 20 °C

4: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.5 h / -20 °C / Inert atmosphere; Molecular sieve

With pyridine; methanol; sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; palladium 10% on activated carbon; hydrogen; triethylamine; In 1,4-dioxane; ethanol; dichloromethane;
DOI:10.1016/j.ejmech.2012.04.022

Reference yield:

: 210687-05-1
3β-O-benzylchlorogenin

: 1383476-48-9
6-O-benzoyl-6β-chlorogenin 3-O-(3,6-di-O-benzoyl-2,4-di-O-levulinoyl-β-D-glucopyranoside)

Guidance literature:: Multi-step reaction with 5 steps

1: Jones reagent / acetone / 0.33 h / 0 °C / Inert atmosphere

2: methanol; sodium tetrahydroborate / 1,4-dioxane / 0 °C / Inert atmosphere

3: pyridine / 1 h / 0 °C / Inert atmosphere

4: palladium 10% on activated carbon; hydrogen; triethylamine / ethanol; dichloromethane / 12 h / 20 °C

5: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.5 h / -20 °C / Inert atmosphere; Molecular sieve

With pyridine; methanol; sodium tetrahydroborate; Jones reagent; trimethylsilyl trifluoromethanesulfonate; palladium 10% on activated carbon; hydrogen; triethylamine; In 1,4-dioxane; ethanol; dichloromethane; acetone;
DOI:10.1016/j.ejmech.2012.04.022