(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(3-(bromomethyl)-4-chlorophenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Base Information

Chemical Name:(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(3-(bromomethyl)-4-chlorophenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate
CAS No.:928758-24-1
Molecular Formula:C₂₁H₂₄BrClO₉
Molecular Weight:535.773
Hs Code.:

Synonyms:(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(3-(bromomethyl)-4-chlorophenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

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Chemical Property of (2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(3-(bromomethyl)-4-chlorophenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

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Technology Process of (2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(3-(bromomethyl)-4-chlorophenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

There total 8 articles about (2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(3-(bromomethyl)-4-chlorophenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate 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: 81.0%

: 928758-22-9
(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(4-chloro-3-(phenoxymethyl)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 928758-24-1
(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(3-(bromomethyl)-4-chlorophenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: With hydrogen bromide; acetic acid; at 20 ℃; for 18h;

Reference yield: 76.0%

: 928758-21-8
1-chloro-4-(1-methoxy-D-glucopyranos-1-yl)-2-(phenoxymethyl)-benzene

: 928758-24-1
(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(3-(bromomethyl)-4-chlorophenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: 1-chloro-4-(1-methoxy-D-glucopyranos-1-yl)-2-(phenoxymethyl)-benzene; With hydrogen bromide; acetic acid; at 20 ℃; for 2h;

With potassium carbonate; In water; at 0 ℃;

Reference yield:

: 149965-40-2
5-bromo-2-chlorobenzyl alcohol

: 928758-24-1
(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(3-(bromomethyl)-4-chlorophenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: Multi-step reaction with 6 steps

1.1: hydrogenchloride / water / 18 h / 70 - 80 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 18 h / 20 °C / Inert atmosphere

3.1: n-butyllithium / toluene; pentane; tetrahydrofuran / 0.25 h / -78 °C

3.2: 3 h

3.3: 16 h / 0 - 20 °C

4.1: dmap; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 0 - 20 °C

5.1: water; boron trifluoride diethyl etherate; triethylsilane / acetonitrile / 18 h / 0 - 20 °C

6.1: hydrogen bromide; acetic acid / 18 h / 20 °C

With hydrogenchloride; triethylsilane; dmap; n-butyllithium; boron trifluoride diethyl etherate; water; hydrogen bromide; potassium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide; toluene; acetonitrile; pentane;