(3R,4S,5S,6R)-2-(4-chloro-3-(4-((1-(trifluoromethyl)cyclobutyl)methoxy)benzyl)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol

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Chemical Name:(3R,4S,5S,6R)-2-(4-chloro-3-(4-((1-(trifluoromethyl)cyclobutyl)methoxy)benzyl)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol
CAS No.:1360568-94-0
Molecular Formula:C₂₆H₃₀ClF₃O₇
Molecular Weight:546.968
Hs Code.:

Synonyms:(3R,4S,5S,6R)-2-(4-chloro-3-(4-((1-(trifluoromethyl)cyclobutyl)methoxy)benzyl)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol

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Chemical Property of (3R,4S,5S,6R)-2-(4-chloro-3-(4-((1-(trifluoromethyl)cyclobutyl)methoxy)benzyl)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol

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Technology Process of (3R,4S,5S,6R)-2-(4-chloro-3-(4-((1-(trifluoromethyl)cyclobutyl)methoxy)benzyl)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol

There total 11 articles about (3R,4S,5S,6R)-2-(4-chloro-3-(4-((1-(trifluoromethyl)cyclobutyl)methoxy)benzyl)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-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: 46.0%

: 1360568-93-9
4-bromo-1-chloro-2-(4-((1-(trifluoromethyl)cyclobutyl)methoxy)benzyl)benzene

: 32469-28-6,55515-28-1,55515-29-2,32384-65-9
(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one

: 1360568-94-0
(3R,4S,5S,6R)-2-(4-chloro-3-(4-((1-(trifluoromethyl)cyclobutyl)methoxy)benzyl)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: 4-bromo-1-chloro-2-(4-((1-(trifluoromethyl)cyclobutyl)methoxy)benzyl)benzene; With n-butyllithium; In tetrahydrofuran; toluene; at -78 ℃; for 0.5h; Inert atmosphere;

(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one; In tetrahydrofuran; toluene; at -78 ℃; for 2h;

With methanesulfonic acid; In tetrahydrofuran; toluene; at 20 ℃; for 12h;

Reference yield:

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

: 1360568-94-0
(3R,4S,5S,6R)-2-(4-chloro-3-(4-((1-(trifluoromethyl)cyclobutyl)methoxy)benzyl)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 4 steps

1.1: aluminum (III) chloride / dichloromethane / 12 h / 20 °C / Inert atmosphere

2.1: triethylsilane; boron trifluoride diethyl etherate / diethyl ether; dichloromethane; acetonitrile / 16 h / 20 °C / Inert atmosphere

3.1: N,N-dimethyl-formamide / 5 h / 110 °C / Inert atmosphere

4.1: n-butyllithium / tetrahydrofuran; toluene / 0.5 h / -78 °C / Inert atmosphere

4.2: 2 h / -78 °C

4.3: 12 h / 20 °C

With triethylsilane; n-butyllithium; boron trifluoride diethyl etherate; aluminum (III) chloride; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;

Reference yield:

: 21739-92-4
5-bromo-2-chlorobenzoic acid

: 1360568-94-0
(3R,4S,5S,6R)-2-(4-chloro-3-(4-((1-(trifluoromethyl)cyclobutyl)methoxy)benzyl)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 6 steps

1.1: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 12 h / 20 °C

2.1: aluminum (III) chloride / dichloromethane / 1 h / 0 °C

3.1: aluminum (III) chloride / dichloromethane / 12 h / 20 °C / Inert atmosphere

4.1: triethylsilane; boron trifluoride diethyl etherate / diethyl ether; dichloromethane; acetonitrile / 16 h / 20 °C / Inert atmosphere

5.1: N,N-dimethyl-formamide / 5 h / 110 °C / Inert atmosphere

6.1: n-butyllithium / tetrahydrofuran; toluene / 0.5 h / -78 °C / Inert atmosphere

6.2: 2 h / -78 °C

6.3: 12 h / 20 °C

With triethylsilane; n-butyllithium; thionyl chloride; boron trifluoride diethyl etherate; aluminum (III) chloride; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;