(2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-(l-(methoxymethyl)cyclopropyl)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-(l-(methoxymethyl)cyclopropyl)benzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
CAS No.:1118566-96-3
Molecular Formula:C₂₄H₂₉ClO₆
Molecular Weight:448.944
Hs Code.:

Synonyms:(2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-(l-(methoxymethyl)cyclopropyl)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-(l-(methoxymethyl)cyclopropyl)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-(l-(methoxymethyl)cyclopropyl)benzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

There total 15 articles about (2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-(l-(methoxymethyl)cyclopropyl)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: 100.0%

: 1118566-95-2
(2R,3R,4R,5S,6S)-2-(acetoxymethyl)-6-(4-chloro-3-(4-(1-(methoxymethyl)cyclopropyl)benzyl)phenyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 1118566-96-3
(2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-(l-(methoxymethyl)cyclopropyl)benzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: With lithium hydroxide monohydrate; water; In tetrahydrofuran; methanol; at 20 ℃;
DOI:10.1016/j.bmcl.2011.06.032

Reference yield:

: 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

: 1118566-96-3
(2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-(l-(methoxymethyl)cyclopropyl)benzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 3 steps

1: dmap / pyridine; dichloromethane / 20 °C

2: diethylzinc; trifluoroacetic acid / dichloromethane / 0 - 20 °C

3: lithium hydroxide monohydrate; water / tetrahydrofuran; methanol / 20 °C

With dmap; lithium hydroxide monohydrate; water; diethylzinc; trifluoroacetic acid; In tetrahydrofuran; pyridine; methanol; dichloromethane; 2: Simmons-Smith reaction;
DOI:10.1016/j.bmcl.2011.06.032

Reference yield:

: 1185339-44-9
C₁₉H₂₁ClO₅

: 1118566-96-3
(2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-(l-(methoxymethyl)cyclopropyl)benzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 8 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

6: dmap / pyridine; dichloromethane / 20 °C

7: diethylzinc; trifluoroacetic acid / dichloromethane / 0 - 20 °C

8: lithium hydroxide monohydrate; water / tetrahydrofuran; methanol / 20 °C

With dmap; aluminum (III) chloride; N-Bromosuccinimide; lithium hydroxide monohydrate; water; diethylzinc; potassium hexamethylsilazane; trifluoroacetic acid; In tetrahydrofuran; pyridine; methanol; dichloromethane; chlorobenzene; toluene; 2: Friedel Crafts acylation / 3: Wittig reaction / 7: Simmons-Smith reaction;
DOI:10.1016/j.bmcl.2011.06.032