(2S,3R,4R,5S,6R)-2-(4-chloro-3-((4-hydroxyphenyl)methyld2)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Base Information

Chemical Name:(2S,3R,4R,5S,6R)-2-(4-chloro-3-((4-hydroxyphenyl)methyld2)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
CAS No.:1204221-17-9
Molecular Formula:C₁₉H₂₁ClO₆
Molecular Weight:382.809
Hs Code.:

Synonyms:(2S,3R,4R,5S,6R)-2-(4-chloro-3-((4-hydroxyphenyl)methyld2)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-hydroxyphenyl)methyld2)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-hydroxyphenyl)methyld2)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

There total 16 articles about (2S,3R,4R,5S,6R)-2-(4-chloro-3-((4-hydroxyphenyl)methyld2)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:

: 461432-22-4
(5-bromo-2-chlorophenyl)(4-ethyloxyphenyl)methanone

: 1204221-17-9
(2S,3R,4R,5S,6R)-2-(4-chloro-3-((4-hydroxyphenyl)methyld2)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 6 steps

1.1: aluminum (III) chloride; sodium borodeuteride / tetrahydrofuran / 5 - 70 °C

2.1: boron tribromide / dichloromethane / -60 - 25 °C

2.2: Cooling with ice

3.1: potassium carbonate / acetone / 20 - 75 °C

4.1: n-butyllithium / tetrahydrofuran; hexane; toluene / -78 - -70 °C

4.2: 5 h / -78 - -70 °C

4.3: 20 °C

5.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / 2.5 h / -15 °C

6.1: boron tribromide / dichloromethane / -78 - 0 °C

6.2: Ice water added into reaction

With triethylsilane; aluminum (III) chloride; n-butyllithium; sodium borodeuteride; boron trifluoride diethyl etherate; boron tribromide; potassium carbonate; In tetrahydrofuran; hexane; dichloromethane; acetone; toluene; acetonitrile;

Reference yield:

: 1204219-57-7
(2S,3R,4R,5S,6R)-2-(4-chloro-3-((4-(methoxy-d3)phenyl)-methyl-d2)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

: 1204221-17-9
(2S,3R,4R,5S,6R)-2-(4-chloro-3-((4-hydroxyphenyl)methyld2)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: (2S,3R,4R,5S,6R)-2-(4-chloro-3-((4-(methoxy-d3)phenyl)-methyl-d2)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol; With boron tribromide; In dichloromethane; at -78 - 0 ℃;

With water; In dichloromethane; Ice water added into reaction;

Reference yield:

: (3R,4S,5S,6R)-2-(4-chloro-3-((4-hydroxyphenyl)methyl-d2)-phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol

: 1204221-17-9
(2S,3R,4R,5S,6R)-2-(4-chloro-3-((4-hydroxyphenyl)methyld2)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; acetonitrile; at -30 - -10 ℃; for 2h; Inert atmosphere;
DOI:10.1021/jm401780b