2-bromomethyl-4-(2,3,4,6-tetra-O-acetyl-1-deoxy-D-glucopyranos-1-yl)-benzonitrile

Base Information

Chemical Name:2-bromomethyl-4-(2,3,4,6-tetra-O-acetyl-1-deoxy-D-glucopyranos-1-yl)-benzonitrile
CAS No.:946525-37-7
Molecular Formula:C₂₂H₂₄BrNO₉
Molecular Weight:526.338
Hs Code.:

Synonyms:2-bromomethyl-4-(2,3,4,6-tetra-O-acetyl-1-deoxy-D-glucopyranos-1-yl)-benzonitrile

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Chemical Property of 2-bromomethyl-4-(2,3,4,6-tetra-O-acetyl-1-deoxy-D-glucopyranos-1-yl)-benzonitrile

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Technology Process of 2-bromomethyl-4-(2,3,4,6-tetra-O-acetyl-1-deoxy-D-glucopyranos-1-yl)-benzonitrile

There total 10 articles about 2-bromomethyl-4-(2,3,4,6-tetra-O-acetyl-1-deoxy-D-glucopyranos-1-yl)-benzonitrile 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: 75.0%

: 946525-36-6
2-(phenoxymethyl)-4-(2,3,4,6-tetra-O-acetyl-1-deoxy-D-glucopyranos-1-yl)-benzonitrile

: 946525-37-7
2-bromomethyl-4-(2,3,4,6-tetra-O-acetyl-1-deoxy-D-glucopyranos-1-yl)-benzonitrile

Guidance literature:: With hydrogen bromide; acetic anhydride; acetic acid; at 55 ℃; for 6h;

Reference yield:

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

: 946525-37-7
2-bromomethyl-4-(2,3,4,6-tetra-O-acetyl-1-deoxy-D-glucopyranos-1-yl)-benzonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; tri tert-butylphosphoniumtetrafluoroborate; zinc / 1-methyl-pyrrolidin-2-one / 18 h / 20 °C / Inert atmosphere

2: hydrogen bromide; acetic anhydride; acetic acid / 6 h / 55 °C

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; hydrogen bromide; acetic anhydride; acetic acid; tri tert-butylphosphoniumtetrafluoroborate; zinc; In 1-methyl-pyrrolidin-2-one;

Reference yield:

: 946525-31-1
4-bromo-3-chloromethyl-1-iodo-benzene

: 946525-37-7
2-bromomethyl-4-(2,3,4,6-tetra-O-acetyl-1-deoxy-D-glucopyranos-1-yl)-benzonitrile

Guidance literature:: Multi-step reaction with 5 steps

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

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

2.2: 35 - 40 °C

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

3.2: 1.5 h / 20 °C

4.1: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; tri tert-butylphosphoniumtetrafluoroborate; zinc / 1-methyl-pyrrolidin-2-one / 18 h / 20 °C / Inert atmosphere

5.1: hydrogen bromide; acetic anhydride; acetic acid / 6 h / 55 °C

With triethylsilane; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; boron trifluoride diethyl etherate; hydrogen bromide; isopropylmagnesium chloride; acetic anhydride; acetic acid; sodium iodide; lithium chloride; potassium hydroxide; tri tert-butylphosphoniumtetrafluoroborate; zinc; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; dichloromethane; acetone; acetonitrile;