[(2S,3S,6R)-6-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol

Base Information

Chemical Name:[(2S,3S,6R)-6-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol
CAS No.:168333-90-2
Molecular Formula:C₁₆H₂₄O₄S
Molecular Weight:312.43
Hs Code.:

Synonyms:[(2S,3S,6R)-6-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol

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Chemical Property of [(2S,3S,6R)-6-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol

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Technology Process of [(2S,3S,6R)-6-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol

There total 5 articles about [(2S,3S,6R)-6-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol 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:

: 168333-88-8
(2S,3S,6R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-3-methyl-6-((Z)-2-phenylsulfanyl-2-triethylsilanyl-vinyl)-tetrahydro-pyran

: 168333-90-2
[(2S,3S,6R)-6-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / MCPBA, Na₂HPO₄ / CH₂Cl₂ / 3 h / 0 °C

2: 1.) LiBr, 2.) tetrabutylammonium fluoride / 1.) hexane, ether, -78 deg C, 20 min, 2.) THF, room temperature, 1.5 h.

With disodium hydrogenphosphate; tetrabutyl ammonium fluoride; 3-chloro-benzenecarboperoxoic acid; lithium bromide; In dichloromethane;
DOI:10.1016/S0040-4020(97)00229-9

Reference yield:

: Acetic acid (2S,3S,6R)-3-methyl-6-phenylsulfanylethynyl-tetrahydro-pyran-2-ylmethyl ester

: 168333-90-2
[(2S,3S,6R)-6-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol

Guidance literature:: Multi-step reaction with 5 steps

1: 72 percent / Na₂PtCl₆*6H₂O, Et₃N / butan-1-ol; propan-2-ol / 1 h / 110 °C

2: 98 percent / NaOMe / methanol / 2 h / 0 °C

3: 98 percent / imidazole / dimethylformamide / 5 h / Ambient temperature

4: 94 percent / MCPBA, Na₂HPO₄ / CH₂Cl₂ / 3 h / 0 °C

5: 1.) LiBr, 2.) tetrabutylammonium fluoride / 1.) hexane, ether, -78 deg C, 20 min, 2.) THF, room temperature, 1.5 h.

With 1H-imidazole; sodium hexachloroplatinate; disodium hydrogenphosphate; tetrabutyl ammonium fluoride; sodium methylate; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium bromide; In methanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; butan-1-ol;
DOI:10.1016/S0040-4020(97)00229-9

Reference yield:

: 168333-87-7
[(2S,3S,6R)-3-Methyl-6-((Z)-2-phenylsulfanyl-2-triethylsilanyl-vinyl)-tetrahydro-pyran-2-yl]-methanol

: 168333-90-2
[(2S,3S,6R)-6-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / imidazole / dimethylformamide / 5 h / Ambient temperature

2: 94 percent / MCPBA, Na₂HPO₄ / CH₂Cl₂ / 3 h / 0 °C

3: 1.) LiBr, 2.) tetrabutylammonium fluoride / 1.) hexane, ether, -78 deg C, 20 min, 2.) THF, room temperature, 1.5 h.

With 1H-imidazole; disodium hydrogenphosphate; tetrabutyl ammonium fluoride; 3-chloro-benzenecarboperoxoic acid; lithium bromide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(97)00229-9