(2R,3S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methylene-tetrahydro-thiophen-3-ol

Base Information

Chemical Name:(2R,3S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methylene-tetrahydro-thiophen-3-ol
CAS No.:174833-57-9
Molecular Formula:C₂₂H₂₈O₂SSi
Molecular Weight:384.615
Hs Code.:

Synonyms:(2R,3S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methylene-tetrahydro-thiophen-3-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methylene-tetrahydro-thiophen-3-ol

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Technology Process of (2R,3S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methylene-tetrahydro-thiophen-3-ol

There total 6 articles about (2R,3S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methylene-tetrahydro-thiophen-3-ol 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: 92.0%

: 174833-56-8
((2R,3S)-3-Benzyloxy-4-methylene-tetrahydro-thiophen-2-ylmethoxy)-tert-butyl-diphenyl-silane

: 174833-57-9
(2R,3S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methylene-tetrahydro-thiophen-3-ol

Guidance literature:: With boron trichloride; In dichloromethane; at -78 ℃;
DOI:10.1021/jo9519423

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 174833-57-9
(2R,3S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methylene-tetrahydro-thiophen-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / imidazole / dimethylformamide / Ambient temperature

2: acetic anhydride, DMSO / Ambient temperature

3: 1.) NaH, tert-amyl alcohol / 1.) THF, room temperature, 2 h, 2.) THF, room temperature, overnight

4: 1.) BCl₃, 2.) pyridine / 1.) CH₂Cl₂, -78 deg C, 1 h, 2.) CH₂Cl₂, methanol, -78 deg C -> room temperature

With pyridine; 1H-imidazole; tert-Amyl alcohol; acetic anhydride; boron trichloride; sodium hydride; dimethyl sulfoxide; In N,N-dimethyl-formamide;
DOI:10.1021/jo9700540

Reference yield:

: 160882-25-7
3-O-benzyl-1-deoxy-4-thio-D-arabino-furanose

: 174833-57-9
(2R,3S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methylene-tetrahydro-thiophen-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / imidazole / dimethylformamide / Ambient temperature

2: acetic anhydride, DMSO / Ambient temperature

3: 1.) NaH, tert-amyl alcohol / 1.) THF, room temperature, 2 h, 2.) THF, room temperature, overnight

4: 1.) BCl₃, 2.) pyridine / 1.) CH₂Cl₂, -78 deg C, 1 h, 2.) CH₂Cl₂, methanol, -78 deg C -> room temperature

With pyridine; 1H-imidazole; tert-Amyl alcohol; acetic anhydride; boron trichloride; sodium hydride; dimethyl sulfoxide; In N,N-dimethyl-formamide;
DOI:10.1021/jo9700540