(2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-(3-methoxyprop-1-en-2-yl)benzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Base Information

Chemical Name:(2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-(3-methoxyprop-1-en-2-yl)benzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
CAS No.:1118566-93-0
Molecular Formula:C₂₃H₂₇ClO₆
Molecular Weight:434.917
Hs Code.:

Synonyms:(2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-(3-methoxyprop-1-en-2-yl)benzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

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Chemical Property of (2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-(3-methoxyprop-1-en-2-yl)benzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

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Technology Process of (2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-(3-methoxyprop-1-en-2-yl)benzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

There total 13 articles about (2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-(3-methoxyprop-1-en-2-yl)benzyl)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: 57.0%

: 1118566-92-9
(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(3-(4-(3-bromoprop-1-en-2-yl)benzyl)-4-chlorophenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 124-41-4
sodium methylate

: 1118566-93-0
(2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-(3-methoxyprop-1-en-2-yl)benzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: In methanol; Reflux;
DOI:10.1016/j.bmcl.2011.06.032

Reference yield:

: 1118566-90-7
(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(3-(4-acetylbenzyl)-4-chlorophenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 1118566-93-0
(2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-(3-methoxyprop-1-en-2-yl)benzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 3 steps

1: potassium hexamethylsilazane / toluene / 20 °C

2: N-Bromosuccinimide / chlorobenzene / Reflux

3: methanol / Reflux

With N-Bromosuccinimide; potassium hexamethylsilazane; In methanol; chlorobenzene; toluene; 1: Wittig reaction;
DOI:10.1016/j.bmcl.2011.06.032

Reference yield:

: 1185339-44-9
C₁₉H₂₁ClO₅

: 1118566-93-0
(2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-(3-methoxyprop-1-en-2-yl)benzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 5 steps

1: dmap / pyridine; dichloromethane / 20 °C

2: aluminum (III) chloride / dichloromethane / 0 - 20 °C

3: potassium hexamethylsilazane / toluene / 20 °C

4: N-Bromosuccinimide / chlorobenzene / Reflux

5: methanol / Reflux

With dmap; aluminum (III) chloride; N-Bromosuccinimide; potassium hexamethylsilazane; In pyridine; methanol; dichloromethane; chlorobenzene; toluene; 2: Friedel Crafts acylation / 3: Wittig reaction;
DOI:10.1016/j.bmcl.2011.06.032