(3R,4R,5S,6R)-2-(4-chloro-3-(4-((4,4-difluoro-1-methylcyclohexyl)methoxy)benzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Base Information

Chemical Name:(3R,4R,5S,6R)-2-(4-chloro-3-(4-((4,4-difluoro-1-methylcyclohexyl)methoxy)benzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
CAS No.:1360569-05-6
Molecular Formula:C₂₇H₃₃ClF₂O₆
Molecular Weight:527.005
Hs Code.:

Synonyms:(3R,4R,5S,6R)-2-(4-chloro-3-(4-((4,4-difluoro-1-methylcyclohexyl)methoxy)benzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

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Chemical Property of (3R,4R,5S,6R)-2-(4-chloro-3-(4-((4,4-difluoro-1-methylcyclohexyl)methoxy)benzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

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Technology Process of (3R,4R,5S,6R)-2-(4-chloro-3-(4-((4,4-difluoro-1-methylcyclohexyl)methoxy)benzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

There total 16 articles about (3R,4R,5S,6R)-2-(4-chloro-3-(4-((4,4-difluoro-1-methylcyclohexyl)methoxy)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: 61.0%

: 1360569-04-5
(3R,4S,5S,6R)-2-(4-chloro-3-(4-((4,4-difluoro-1-methylcyclohexyl)methoxy)benzyl)phenyl)-6-(hydroxymethyl)-2-methoxytetrahydro-2H-pyran-3,4,5-triol

: 1360569-05-6
(3R,4R,5S,6R)-2-(4-chloro-3-(4-((4,4-difluoro-1-methylcyclohexyl)methoxy)benzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: With triethylsilane; boron trifluoride diethyl etherate; In diethyl ether; dichloromethane; acetonitrile; at 0 ℃; for 6h; Inert atmosphere;

Reference yield:

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

: 1360569-05-6
(3R,4R,5S,6R)-2-(4-chloro-3-(4-((4,4-difluoro-1-methylcyclohexyl)methoxy)benzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 5 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 / 120 °C / Inert atmosphere

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

4.2: 2 h / -78 °C

4.3: 12 h / 20 °C

5.1: triethylsilane; boron trifluoride diethyl etherate / diethyl ether; dichloromethane; acetonitrile / 6 h / 0 °C / Inert atmosphere

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

Reference yield:

: 122665-97-8
4,4-difluorocyclohexanecarboxylic acid

: 1360569-05-6
(3R,4R,5S,6R)-2-(4-chloro-3-(4-((4,4-difluoro-1-methylcyclohexyl)methoxy)benzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 7 steps

1.1: sulfuric acid / 16 h / Reflux

2.1: n-butyllithium; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / -78 °C

2.2: 20 °C

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 20 °C

4.1: triethylamine / dmap / 20 °C

5.1: N,N-dimethyl-formamide / 5 h / 120 °C / Inert atmosphere

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

6.2: 2 h / -78 °C

6.3: 12 h / 20 °C

7.1: triethylsilane; boron trifluoride diethyl etherate / diethyl ether; dichloromethane; acetonitrile / 6 h / 0 °C / Inert atmosphere

With triethylsilane; lithium aluminium tetrahydride; n-butyllithium; boron trifluoride diethyl etherate; triethylamine; N-ethyl-N,N-diisopropylamine; dmap; sulfuric acid; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;