(2R,4R,6S)-2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-6-phenylsulfanyl-tetrahydro-pyran

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Chemical Name:(2R,4R,6S)-2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-6-phenylsulfanyl-tetrahydro-pyran
CAS No.:477200-80-9
Molecular Formula:C₃₈H₅₆O₃SSi₂
Molecular Weight:649.098
Hs Code.:

Synonyms:(2R,4R,6S)-2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-6-phenylsulfanyl-tetrahydro-pyran

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Chemical Property of (2R,4R,6S)-2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-6-phenylsulfanyl-tetrahydro-pyran

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Technology Process of (2R,4R,6S)-2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-6-phenylsulfanyl-tetrahydro-pyran

There total 12 articles about (2R,4R,6S)-2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-6-phenylsulfanyl-tetrahydro-pyran 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: 76.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 477200-79-6
2-{(2R,4R,6S)-2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-6-phenylsulfanyl-tetrahydro-pyran-4-yl}-ethanol

: 477200-80-9
(2R,4R,6S)-2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-6-phenylsulfanyl-tetrahydro-pyran

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1021/jo020537q

Reference yield:

: 112897-05-9
(5R,4R)-6-tert-butyldimethylsilyloxy-4-hydroxy-5-methylhex-1-ene

: 477200-80-9
(2R,4R,6S)-2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-6-phenylsulfanyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 7 steps

1.1: 92 percent / N-iodosuccinimide / CH₂Cl₂ / 15 h / -23 - 0 °C

2.1: 97 percent / OsO₄; sodium periodate / tetrahydrofuran; H₂O; propan-2-ol / 15 h

3.1: KHMDS; 18-crown-6 / tetrahydrofuran; toluene / 0.67 h / -78 °C

3.2: 65 percent / tetrahydrofuran; toluene / 0.92 h / -78 °C

4.1: 86 percent / tri-n-butylstannane; azobisisobutyronitrile / toluene / 2 h / 80 °C

5.1: 87 percent / MgBr₂*OEt₂ / diethyl ether / 2 h / 20 °C

6.1: 92 percent / NaBH₄; CaCl₂ / ethanol; tetrahydrofuran / 4 h / 0 - 20 °C

7.1: 76 percent / triethylamine; 4-dimethylaminopyridine / CH₂Cl₂ / 4 h / 20 °C

With dmap; sodium tetrahydroborate; sodium periodate; N-iodo-succinimide; osmium(VIII) oxide; 18-crown-6 ether; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; potassium hexamethylsilazane; triethylamine; calcium chloride; magnesium bromide; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; isopropyl alcohol; toluene; 3.2: Wadsworth-Emmons condensation;
DOI:10.1021/jo020537q

Reference yield:

: 197771-06-5
tert-Butyl-[(2R,3R)-3-(1-ethoxy-2-iodo-ethoxy)-2-methyl-hex-5-enyloxy]-dimethyl-silane

: 477200-80-9
(2R,4R,6S)-2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-6-phenylsulfanyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 6 steps

1.1: 97 percent / OsO₄; sodium periodate / tetrahydrofuran; H₂O; propan-2-ol / 15 h

2.1: KHMDS; 18-crown-6 / tetrahydrofuran; toluene / 0.67 h / -78 °C

2.2: 65 percent / tetrahydrofuran; toluene / 0.92 h / -78 °C

3.1: 86 percent / tri-n-butylstannane; azobisisobutyronitrile / toluene / 2 h / 80 °C

4.1: 87 percent / MgBr₂*OEt₂ / diethyl ether / 2 h / 20 °C

5.1: 92 percent / NaBH₄; CaCl₂ / ethanol; tetrahydrofuran / 4 h / 0 - 20 °C

6.1: 76 percent / triethylamine; 4-dimethylaminopyridine / CH₂Cl₂ / 4 h / 20 °C

With dmap; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; 18-crown-6 ether; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; potassium hexamethylsilazane; triethylamine; calcium chloride; magnesium bromide; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; isopropyl alcohol; toluene; 2.2: Wadsworth-Emmons condensation;
DOI:10.1021/jo020537q