(-)-O-(2R,3R,4R)-4-(t-Butyldimethylsiloxy)-2-(cyanomethyl)tetrahydropyran-2-yl O-Phenyl Thiocarbonate

Base Information

Chemical Name:(-)-O-(2R,3R,4R)-4-(t-Butyldimethylsiloxy)-2-(cyanomethyl)tetrahydropyran-2-yl O-Phenyl Thiocarbonate
CAS No.:131926-03-9
Molecular Formula:C₂₀H₂₉NO₄SSi
Molecular Weight:407.606
Hs Code.:

Synonyms:(-)-O-(2R,3R,4R)-4-(t-Butyldimethylsiloxy)-2-(cyanomethyl)tetrahydropyran-2-yl O-Phenyl Thiocarbonate

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Chemical Property of (-)-O-(2R,3R,4R)-4-(t-Butyldimethylsiloxy)-2-(cyanomethyl)tetrahydropyran-2-yl O-Phenyl Thiocarbonate

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Technology Process of (-)-O-(2R,3R,4R)-4-(t-Butyldimethylsiloxy)-2-(cyanomethyl)tetrahydropyran-2-yl O-Phenyl Thiocarbonate

There total 8 articles about (-)-O-(2R,3R,4R)-4-(t-Butyldimethylsiloxy)-2-(cyanomethyl)tetrahydropyran-2-yl O-Phenyl Thiocarbonate 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: 89.0%

: 135123-08-9
[(2R,3S,4R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxy-tetrahydro-pyran-2-yl]-acetonitrile

: 1005-56-7
phenylcarbonochloridothioate

: 131926-03-9
(-)-O-(2R,3R,4R)-4-(t-Butyldimethylsiloxy)-2-(cyanomethyl)tetrahydropyran-2-yl O-Phenyl Thiocarbonate

Guidance literature:: With dmap; In dichloromethane; for 16h; Heating;

Reference yield: 89.0%

: 131926-02-8
(-)-<(2R,3R,4R)-4-(t-Butyldimethylsiloxy)-3-hydroxytetrahydropyran-2-yl>acetonitrile

: 1005-56-7
phenylcarbonochloridothioate

: 131926-03-9
(-)-O-(2R,3R,4R)-4-(t-Butyldimethylsiloxy)-2-(cyanomethyl)tetrahydropyran-2-yl O-Phenyl Thiocarbonate

Guidance literature:: With dmap; In dichloromethane; Heating;
DOI:10.1039/P19900002352

Reference yield:

: 131926-01-7
(-)-(2S,3R,4R)-2-Bromomethyl-4-(t-butyldimethylsilyloxy)-tetrahydropyran-3-yl Benzoate

: 131926-03-9
(-)-O-(2R,3R,4R)-4-(t-Butyldimethylsiloxy)-2-(cyanomethyl)tetrahydropyran-2-yl O-Phenyl Thiocarbonate

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / NaI / dimethylsulfoxide / 5 h / 80 °C

2: NaOMe / ethanol / 4 h / Ambient temperature

3: 89 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 16 h / Heating

With dmap; sodium methylate; sodium iodide; In ethanol; dichloromethane; dimethyl sulfoxide;