(2S,3R,6S)-2-((Z)-2-Benzenesulfonyl-2-triethylsilanyl-vinyl)-6-(tert-butyl-diphenyl-silanyloxymethyl)-3,6-dihydro-2H-pyran-3-ol

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Chemical Name:(2S,3R,6S)-2-((Z)-2-Benzenesulfonyl-2-triethylsilanyl-vinyl)-6-(tert-butyl-diphenyl-silanyloxymethyl)-3,6-dihydro-2H-pyran-3-ol
CAS No.:175673-13-9
Molecular Formula:C₃₆H₄₈O₅SSi₂
Molecular Weight:649.011
Hs Code.:

Synonyms:(2S,3R,6S)-2-((Z)-2-Benzenesulfonyl-2-triethylsilanyl-vinyl)-6-(tert-butyl-diphenyl-silanyloxymethyl)-3,6-dihydro-2H-pyran-3-ol

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Chemical Property of (2S,3R,6S)-2-((Z)-2-Benzenesulfonyl-2-triethylsilanyl-vinyl)-6-(tert-butyl-diphenyl-silanyloxymethyl)-3,6-dihydro-2H-pyran-3-ol

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Technology Process of (2S,3R,6S)-2-((Z)-2-Benzenesulfonyl-2-triethylsilanyl-vinyl)-6-(tert-butyl-diphenyl-silanyloxymethyl)-3,6-dihydro-2H-pyran-3-ol

There total 9 articles about (2S,3R,6S)-2-((Z)-2-Benzenesulfonyl-2-triethylsilanyl-vinyl)-6-(tert-butyl-diphenyl-silanyloxymethyl)-3,6-dihydro-2H-pyran-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: 90.0%

: 175550-12-6
(2S,3R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2-((Z)-2-phenylsulfanyl-2-triethylsilanyl-vinyl)-3,6-dihydro-2H-pyran-3-ol

: 175673-13-9
(2S,3R,6S)-2-((Z)-2-Benzenesulfonyl-2-triethylsilanyl-vinyl)-6-(tert-butyl-diphenyl-silanyloxymethyl)-3,6-dihydro-2H-pyran-3-ol

Guidance literature:: With disodium hydrogenphosphate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 0.333333h;
DOI:10.1016/0040-4020(96)00008-7

Reference yield:

: 63139-23-1
phenylthioethynyl trimethylsilane

: 175673-13-9
(2S,3R,6S)-2-((Z)-2-Benzenesulfonyl-2-triethylsilanyl-vinyl)-6-(tert-butyl-diphenyl-silanyloxymethyl)-3,6-dihydro-2H-pyran-3-ol

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) trimethylsilyl trifluoromethanesulfonate, 2.) cerium(III) chloride, sodium borohydride / 1.) dichloromethane, 0 deg C, 12 h, 2.) methanol, 0 deg C, 3.5 h

2: 98 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

3: 1.) dicobaltoctacarbonyl, 2.) trifluoromethanesulfonic acid, 3.) iodine

4: 87 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1.5 h / pH 6

5: 71 percent / sodium hydrogen carbonate, sodium hexachloroplatinate(IV) hexahydrate / diethyl ether; propan-2-ol / 3 h / 90 °C

6: 95 percent / sodium methoxide / methanol / 0.75 h / 0 °C

7: 94 percent / imidazole / dimethylformamide / 13 h / Ambient temperature

8: 90 percent / sodium hydrogen phosphate, m-chloroperbenzoic acid / CH₂Cl₂ / 0.33 h / 0 °C

With 1H-imidazole; sodium hexachloroplatinate; sodium tetrahydroborate; disodium hydrogenphosphate; cerium(III) chloride; dicobalt octacarbonyl; trifluorormethanesulfonic acid; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; iodine; sodium methylate; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1016/0040-4020(96)00008-7

Reference yield:

: 175550-09-1
Acetic acid (2S,5R,6R)-5-hydroxy-6-phenylsulfanylethynyl-5,6-dihydro-2H-pyran-2-ylmethyl ester

: 175673-13-9
(2S,3R,6S)-2-((Z)-2-Benzenesulfonyl-2-triethylsilanyl-vinyl)-6-(tert-butyl-diphenyl-silanyloxymethyl)-3,6-dihydro-2H-pyran-3-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

2: 1.) dicobaltoctacarbonyl, 2.) trifluoromethanesulfonic acid, 3.) iodine

3: 87 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1.5 h / pH 6

4: 71 percent / sodium hydrogen carbonate, sodium hexachloroplatinate(IV) hexahydrate / diethyl ether; propan-2-ol / 3 h / 90 °C

5: 95 percent / sodium methoxide / methanol / 0.75 h / 0 °C

6: 94 percent / imidazole / dimethylformamide / 13 h / Ambient temperature

7: 90 percent / sodium hydrogen phosphate, m-chloroperbenzoic acid / CH₂Cl₂ / 0.33 h / 0 °C

With 1H-imidazole; sodium hexachloroplatinate; disodium hydrogenphosphate; dicobalt octacarbonyl; trifluorormethanesulfonic acid; tetrabutyl ammonium fluoride; iodine; sodium methylate; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1016/0040-4020(96)00008-7