(R)-2-{(2R,4R,6S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-phenylsulfanyl-tetrahydro-pyran-2-yl}-propan-1-ol

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Chemical Name:(R)-2-{(2R,4R,6S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-phenylsulfanyl-tetrahydro-pyran-2-yl}-propan-1-ol
CAS No.:477200-81-0
Molecular Formula:C₃₂H₄₂O₃SSi
Molecular Weight:534.835
Hs Code.:

Synonyms:(R)-2-{(2R,4R,6S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-phenylsulfanyl-tetrahydro-pyran-2-yl}-propan-1-ol

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Chemical Property of (R)-2-{(2R,4R,6S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-phenylsulfanyl-tetrahydro-pyran-2-yl}-propan-1-ol

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Technology Process of (R)-2-{(2R,4R,6S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-phenylsulfanyl-tetrahydro-pyran-2-yl}-propan-1-ol

There total 14 articles about (R)-2-{(2R,4R,6S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-phenylsulfanyl-tetrahydro-pyran-2-yl}-propan-1-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: 93.0%

: 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

: 477200-81-0
(R)-2-{(2R,4R,6S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-phenylsulfanyl-tetrahydro-pyran-2-yl}-propan-1-ol

Guidance literature:: With acetic acid; In tetrahydrofuran; water; at 20 ℃; for 18h;
DOI:10.1021/jo020537q

Reference yield:

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

: 477200-81-0
(R)-2-{(2R,4R,6S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-phenylsulfanyl-tetrahydro-pyran-2-yl}-propan-1-ol

Guidance literature:: Multi-step reaction with 8 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

8.1: 93 percent / acetic acid / tetrahydrofuran; H₂O / 18 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; acetic acid; 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

: 477200-81-0
(R)-2-{(2R,4R,6S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-phenylsulfanyl-tetrahydro-pyran-2-yl}-propan-1-ol

Guidance literature:: Multi-step reaction with 7 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

7.1: 93 percent / acetic acid / tetrahydrofuran; H₂O / 18 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; acetic acid; triethylamine; calcium chloride; magnesium bromide; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; isopropyl alcohol; toluene; 2.2: Wadsworth-Emmons condensation;
DOI:10.1021/jo020537q