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

Base Information

Chemical Name:(2E,4E)-(R)-6-{(2R,4R,6S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-phenylsulfanyl-tetrahydro-pyran-2-yl}-2-methyl-hepta-2,4-dien-1-ol
CAS No.:477200-84-3
Molecular Formula:C₃₇H₄₈O₃SSi
Molecular Weight:600.938
Hs Code.:

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

Suppliers and Price of (2E,4E)-(R)-6-{(2R,4R,6S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-phenylsulfanyl-tetrahydro-pyran-2-yl}-2-methyl-hepta-2,4-dien-1-ol

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

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

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

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

There total 17 articles about (2E,4E)-(R)-6-{(2R,4R,6S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-phenylsulfanyl-tetrahydro-pyran-2-yl}-2-methyl-hepta-2,4-dien-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: 92.0%

: 477200-83-2
(2E,4E)-(R)-6-{(2R,4R,6S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-phenylsulfanyl-tetrahydro-pyran-2-yl}-2-methyl-hepta-2,4-dienoic acid methyl ester

: 477200-84-3
(2E,4E)-(R)-6-{(2R,4R,6S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-phenylsulfanyl-tetrahydro-pyran-2-yl}-2-methyl-hepta-2,4-dien-1-ol

Guidance literature:: With diisobutylaluminium hydride; In diethyl ether; at -78 ℃; for 1h;
DOI:10.1021/jo020537q

Reference yield:

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

: 477200-84-3
(2E,4E)-(R)-6-{(2R,4R,6S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-phenylsulfanyl-tetrahydro-pyran-2-yl}-2-methyl-hepta-2,4-dien-1-ol

Guidance literature:: Multi-step reaction with 11 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

9.1: 71 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - -20 °C

10.1: 77 percent / tetrahydrofuran / 16 °C / Heating

11.1: 92 percent / diisobutylaluminum hydride / diethyl ether; various solvent(s) / 1 h / -78 °C

With dmap; sodium tetrahydroborate; sodium periodate; N-iodo-succinimide; osmium(VIII) oxide; oxalyl dichloride; 18-crown-6 ether; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; potassium hexamethylsilazane; diisobutylaluminium hydride; acetic acid; dimethyl sulfoxide; triethylamine; calcium chloride; magnesium bromide; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; isopropyl alcohol; toluene; 3.2: Wadsworth-Emmons condensation / 10.1: Wittig reaction;
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

: 477200-84-3
(2E,4E)-(R)-6-{(2R,4R,6S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-phenylsulfanyl-tetrahydro-pyran-2-yl}-2-methyl-hepta-2,4-dien-1-ol

Guidance literature:: Multi-step reaction with 10 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

8.1: 71 percent / oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - -20 °C

9.1: 77 percent / tetrahydrofuran / 16 °C / Heating

10.1: 92 percent / diisobutylaluminum hydride / diethyl ether; various solvent(s) / 1 h / -78 °C

With dmap; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; oxalyl dichloride; 18-crown-6 ether; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; potassium hexamethylsilazane; diisobutylaluminium hydride; acetic acid; dimethyl sulfoxide; triethylamine; calcium chloride; magnesium bromide; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; isopropyl alcohol; toluene; 2.2: Wadsworth-Emmons condensation / 9.1: Wittig reaction;
DOI:10.1021/jo020537q