2,3,4,6-tetra-O-acetyl-1-deoxy-1-{4-chloro-3-[1-(4-ethoxyphenyl)-1-methylethyl]phenyl}-β-D-glucopyranose

Base Information

Chemical Name:2,3,4,6-tetra-O-acetyl-1-deoxy-1-{4-chloro-3-[1-(4-ethoxyphenyl)-1-methylethyl]phenyl}-β-D-glucopyranose
CAS No.:1318794-43-2
Molecular Formula:C₃₁H₃₇ClO₁₀
Molecular Weight:605.082
Hs Code.:

Synonyms:2,3,4,6-tetra-O-acetyl-1-deoxy-1-{4-chloro-3-[1-(4-ethoxyphenyl)-1-methylethyl]phenyl}-β-D-glucopyranose

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Chemical Property of 2,3,4,6-tetra-O-acetyl-1-deoxy-1-{4-chloro-3-[1-(4-ethoxyphenyl)-1-methylethyl]phenyl}-β-D-glucopyranose

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Technology Process of 2,3,4,6-tetra-O-acetyl-1-deoxy-1-{4-chloro-3-[1-(4-ethoxyphenyl)-1-methylethyl]phenyl}-β-D-glucopyranose

There total 11 articles about 2,3,4,6-tetra-O-acetyl-1-deoxy-1-{4-chloro-3-[1-(4-ethoxyphenyl)-1-methylethyl]phenyl}-β-D-glucopyranose 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:

: 1318794-42-1
1-{4-chloro-3-[(dimethyl)(4-ethyloxyphenyl)methyl]phenyl}-1-deoxy-α/β-D-glucopyranose

: 108-24-7
acetic anhydride

: 1318794-43-2
2,3,4,6-tetra-O-acetyl-1-deoxy-1-{4-chloro-3-[1-(4-ethoxyphenyl)-1-methylethyl]phenyl}-β-D-glucopyranose

Guidance literature:: With sodium acetate; acetic acid; at 0 ℃; for 5.5h; Reflux;
DOI:10.1002/cjoc.201190222

Reference yield:

: 76008-73-6
5-Bromo-2-chloro-benzoic acid ethyl ester

: 1318794-43-2
2,3,4,6-tetra-O-acetyl-1-deoxy-1-{4-chloro-3-[1-(4-ethoxyphenyl)-1-methylethyl]phenyl}-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetrahydrofuran / 0.5 h / 0 - 5 °C / Inert atmosphere

2.1: aluminum (III) chloride / dichloromethane / 3.25 h / 0 - 20 °C

3.1: n-butyllithium / tetrahydrofuran; ethanol; hexane; nitrogen / 0.5 h / -78 °C / Inert atmosphere; liquid N₂

3.2: 0.5 h / -78 °C / Inert atmosphere; liquid N₂

3.3: 20 °C / Inert atmosphere; liquid N₂

4.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 0 - 20 °C

5.1: sodium acetate; acetic acid / 5.5 h / 0 °C / Reflux

With triethylsilane; aluminum (III) chloride; n-butyllithium; boron trifluoride diethyl etherate; sodium acetate; acetic acid; In tetrahydrofuran; ethanol; hexane; dichloromethane; nitrogen; 2.1: Friedel Crafts alkylation;
DOI:10.1002/cjoc.201190222

Reference yield:

: 1318794-39-6
(5-bromo-2-chlorophenyl)(4-ethyloxyphenyl)(dimethyl)methane

: 1318794-43-2
2,3,4,6-tetra-O-acetyl-1-deoxy-1-{4-chloro-3-[1-(4-ethoxyphenyl)-1-methylethyl]phenyl}-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; ethanol; hexane; nitrogen / 0.5 h / -78 °C / Inert atmosphere; liquid N₂

1.2: 0.5 h / -78 °C / Inert atmosphere; liquid N₂

1.3: 20 °C / Inert atmosphere; liquid N₂

2.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 0 - 20 °C

3.1: sodium acetate; acetic acid / 5.5 h / 0 °C / Reflux

With triethylsilane; n-butyllithium; boron trifluoride diethyl etherate; sodium acetate; acetic acid; In tetrahydrofuran; ethanol; hexane; dichloromethane; nitrogen;
DOI:10.1002/cjoc.201190222