2,2-difluoro-2-((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)ethanol

Base Information

Chemical Name:2,2-difluoro-2-((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)ethanol
CAS No.:1616619-32-9
Molecular Formula:C₃₆H₃₈F₂O₆
Molecular Weight:604.691
Hs Code.:

Synonyms:2,2-difluoro-2-((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)ethanol

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Chemical Property of 2,2-difluoro-2-((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)ethanol

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Technology Process of 2,2-difluoro-2-((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)ethanol

There total 8 articles about 2,2-difluoro-2-((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)ethanol 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: 95.7%

: 2,2-difluoro-2-((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)acetic acid

: 1616619-32-9
2,2-difluoro-2-((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)ethanol

Guidance literature:: With dimethylsulfide borane complex; In tetrahydrofuran; at 0 ℃; Reflux;

Reference yield:

: ethyl 2,2-difluoro-2-((3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)-2-chlorotetrahydro-2H-pyran-2-yl)acetate

: 1616619-32-9
2,2-difluoro-2-((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)ethanol

Guidance literature:: Multi-step reaction with 3 steps

1: tri-n-butyl-tin hydride; 1,1'-azobis (cyclohexanecarbonitrile) / toluene / 1 h / Reflux; Inert atmosphere

2: lithium hydroxide; water / ethanol / 18 h / 20 °C / Inert atmosphere

3: dimethylsulfide borane complex / tetrahydrofuran / 0 °C / Reflux

With 1,1'-azobis (cyclohexanecarbonitrile); dimethylsulfide borane complex; water; tri-n-butyl-tin hydride; lithium hydroxide; In tetrahydrofuran; ethanol; toluene;

Reference yield:

: ethyl 2,2-difluoro-2-((3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)-2-hydroxytetrahydro-2H-pyran-2-yl)acetate

: 1616619-32-9
2,2-difluoro-2-((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)ethanol

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine; thionyl chloride / dichloromethane / 0.17 h / 0 - 5 °C / Inert atmosphere

2: tri-n-butyl-tin hydride; 1,1'-azobis (cyclohexanecarbonitrile) / toluene / 1 h / Reflux; Inert atmosphere

3: lithium hydroxide; water / ethanol / 18 h / 20 °C / Inert atmosphere

4: dimethylsulfide borane complex / tetrahydrofuran / 0 °C / Reflux

With pyridine; thionyl chloride; 1,1'-azobis (cyclohexanecarbonitrile); dimethylsulfide borane complex; water; tri-n-butyl-tin hydride; lithium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; toluene;