(2S,3R,4R,5S,6R)-2-(2-(allyloxy)-4-chloro-5-(4-ethoxybenzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Base Information

Chemical Name:(2S,3R,4R,5S,6R)-2-(2-(allyloxy)-4-chloro-5-(4-ethoxybenzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
CAS No.:1338728-16-7
Molecular Formula:C₂₄H₂₉ClO₇
Molecular Weight:464.943
Hs Code.:

Synonyms:(2S,3R,4R,5S,6R)-2-(2-(allyloxy)-4-chloro-5-(4-ethoxybenzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

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Chemical Property of (2S,3R,4R,5S,6R)-2-(2-(allyloxy)-4-chloro-5-(4-ethoxybenzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

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Technology Process of (2S,3R,4R,5S,6R)-2-(2-(allyloxy)-4-chloro-5-(4-ethoxybenzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

There total 13 articles about (2S,3R,4R,5S,6R)-2-(2-(allyloxy)-4-chloro-5-(4-ethoxybenzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol 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:

: 1338728-15-6
(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(2-(allyloxy)-4-chloro-5-(4-ethoxybenzyl)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 1338728-16-7
(2S,3R,4R,5S,6R)-2-(2-(allyloxy)-4-chloro-5-(4-ethoxybenzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: (2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(2-(allyloxy)-4-chloro-5-(4-ethoxybenzyl)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate; With sodium methylate; In methanol; at 20 ℃; for 5h; Inert atmosphere;

With acetic acid; In methanol; at 0 ℃; Inert atmosphere;
DOI:10.1016/j.bmc.2011.07.045

Reference yield:

: 1338728-13-4
(3R,4S,5S,6R)-2-(2-(allyloxy)-4-chloro-5-(4-ethoxybenzyl)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol

: 1338728-16-7
(2S,3R,4R,5S,6R)-2-(2-(allyloxy)-4-chloro-5-(4-ethoxybenzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / 3 h / -25 - 0 °C / Inert atmosphere

2.1: pyridine; dmap / dichloromethane / 18 h / 20 °C / Inert atmosphere

3.1: sodium methylate / methanol / 5 h / 20 °C / Inert atmosphere

3.2: 0 °C / Inert atmosphere

With pyridine; triethylsilane; dmap; boron trifluoride diethyl etherate; sodium methylate; In methanol; dichloromethane; acetonitrile;
DOI:10.1016/j.bmc.2011.07.045

Reference yield:

: 1338728-14-5
(3R,4R,5S,6R )-2-(2-(allyloxy)-4-chloro-5-(4-ethoxybenzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

: 1338728-16-7
(2S,3R,4R,5S,6R)-2-(2-(allyloxy)-4-chloro-5-(4-ethoxybenzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 2 steps

1.1: pyridine; dmap / dichloromethane / 18 h / 20 °C / Inert atmosphere

2.1: sodium methylate / methanol / 5 h / 20 °C / Inert atmosphere

2.2: 0 °C / Inert atmosphere

With pyridine; dmap; sodium methylate; In methanol; dichloromethane;
DOI:10.1016/j.bmc.2011.07.045