(-)-(2S,3R,4R)-2-Bromomethyl-4-(t-butyldimethylsilyloxy)-tetrahydropyran-3-yl Benzoate

Base Information

Chemical Name:(-)-(2S,3R,4R)-2-Bromomethyl-4-(t-butyldimethylsilyloxy)-tetrahydropyran-3-yl Benzoate
CAS No.:131926-01-7
Molecular Formula:C₁₉H₂₉BrO₄Si
Molecular Weight:429.426
Hs Code.:

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

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Chemical Property of (-)-(2S,3R,4R)-2-Bromomethyl-4-(t-butyldimethylsilyloxy)-tetrahydropyran-3-yl Benzoate

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Technology Process of (-)-(2S,3R,4R)-2-Bromomethyl-4-(t-butyldimethylsilyloxy)-tetrahydropyran-3-yl Benzoate

There total 7 articles about (-)-(2S,3R,4R)-2-Bromomethyl-4-(t-butyldimethylsilyloxy)-tetrahydropyran-3-yl Benzoate 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: 51.0%

: 135214-84-5
(-)-(1S,3R,6R,10R)-10-(t-Butyldimethylsiloxy)-3-phenyl-2,4,7-trioxabicyclo<4.4.0>decane

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

Guidance literature:: With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; for 0.333333h; Heating; Irradiation;

Reference yield:

: 69534-73-2
3,4,6-O-tri-O-acetyl-D-glucal

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

Guidance literature:: Multi-step reaction with 5 steps

1: H₂ / 5percent Pd-activated carbon / methanol / 4 h / Ambient temperature

2: NaOMe / methanol / 2 h / Ambient temperature

3: ZnCl₂ / 3 h / 80 °C

4: 97 percent / imidazole / dimethylformamide / 18 h / Ambient temperature

5: 51 percent / NBS, azoisobutylnitrile / CCl₄ / 0.33 h / Heating; Irradiation

With 1H-imidazole; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); hydrogen; sodium methylate; zinc(II) chloride; palladium on activated charcoal; In methanol; tetrachloromethane; N,N-dimethyl-formamide;

Reference yield:

: 20072-97-3,33428-78-3,75800-66-7,75800-68-9,78854-43-0,89919-60-8,126638-07-1,126638-08-2
(2S,3S,4R)-Tetrahydro-pyran-2,3,4-triol

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

Guidance literature:: Multi-step reaction with 3 steps

1: ZnCl₂ / 3 h / 80 °C

2: 97 percent / imidazole / dimethylformamide / 18 h / Ambient temperature

3: 51 percent / NBS, azoisobutylnitrile / CCl₄ / 0.33 h / Heating; Irradiation

With 1H-imidazole; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); zinc(II) chloride; In tetrachloromethane; N,N-dimethyl-formamide;