1-bromo-4-(2,3,4,6-tetra-O-acetyl-1-deoxy-D-glucopyranos-1-yl)-2-(phenoxymethyl)-benzene

Base Information

Chemical Name:1-bromo-4-(2,3,4,6-tetra-O-acetyl-1-deoxy-D-glucopyranos-1-yl)-2-(phenoxymethyl)-benzene
CAS No.:946525-35-5
Molecular Formula:C₂₇H₂₉BrO₁₀
Molecular Weight:593.425
Hs Code.:

Synonyms:1-bromo-4-(2,3,4,6-tetra-O-acetyl-1-deoxy-D-glucopyranos-1-yl)-2-(phenoxymethyl)-benzene

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Chemical Property of 1-bromo-4-(2,3,4,6-tetra-O-acetyl-1-deoxy-D-glucopyranos-1-yl)-2-(phenoxymethyl)-benzene

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Technology Process of 1-bromo-4-(2,3,4,6-tetra-O-acetyl-1-deoxy-D-glucopyranos-1-yl)-2-(phenoxymethyl)-benzene

There total 9 articles about 1-bromo-4-(2,3,4,6-tetra-O-acetyl-1-deoxy-D-glucopyranos-1-yl)-2-(phenoxymethyl)-benzene 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: 60.0%

: 946525-34-4
1-bromo-4-(1-methoxy-β-D-glucopyranosyl)-2-(phenoxymethyl)benzene

: 108-24-7
acetic anhydride

: 946525-35-5
1-bromo-4-(2,3,4,6-tetra-O-acetyl-1-deoxy-D-glucopyranos-1-yl)-2-(phenoxymethyl)-benzene

Guidance literature:: 1-bromo-4-(1-methoxy-β-D-glucopyranosyl)-2-(phenoxymethyl)benzene; With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; acetonitrile; at -20 - 0 ℃; for 1.5h;

acetic anhydride; With pyridine; dmap; In dichloromethane; at 20 ℃; for 1.5h;

Reference yield:

: C₁₉H₂₁BrO₆

: 108-24-7
acetic anhydride

: 946525-35-5
1-bromo-4-(2,3,4,6-tetra-O-acetyl-1-deoxy-D-glucopyranos-1-yl)-2-(phenoxymethyl)-benzene

Guidance literature:: With pyridine; dmap; In dichloromethane; at -20 - 0 ℃; for 1.5h;

Reference yield:

: 946525-30-0
4-bromo-3-hydroxymethyl-1-iodo-benzene

: 946525-35-5
1-bromo-4-(2,3,4,6-tetra-O-acetyl-1-deoxy-D-glucopyranos-1-yl)-2-(phenoxymethyl)-benzene

Guidance literature:: Multi-step reaction with 4 steps

1.1: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 3 h / 20 °C

2.1: potassium hydroxide; sodium iodide / acetone / 50 °C

3.1: isopropylmagnesium chloride; lithium chloride / tetrahydrofuran / 0.5 h / -60 - -5 °C / Inert atmosphere

3.2: 35 - 40 °C

4.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane; acetonitrile / 1.5 h / -20 - 0 °C

4.2: 1.5 h / 20 °C

With triethylsilane; thionyl chloride; boron trifluoride diethyl etherate; isopropylmagnesium chloride; N,N-dimethyl-formamide; sodium iodide; lithium chloride; potassium hydroxide; In tetrahydrofuran; dichloromethane; acetone; acetonitrile;