(6E,10E,14E)-(R)-1-(tert-Butyl-diphenyl-silanyloxy)-heptacosa-6,10,14-trien-3-ol

Base Information

• Chemical Name: (6E,10E,14E)-(R)-1-(tert-Butyl-diphenyl-silanyloxy)-heptacosa-6,10,14-trien-3-ol
• CAS No.: 198541-52-5
• Molecular Formula: C₄₃H₆₈O₂Si
• Molecular Weight: 645.097

Synonyms:(6E,10E,14E)-(R)-1-(tert-Butyl-diphenyl-silanyloxy)-heptacosa-6,10,14-trien-3-ol

Chemical Property of (6E,10E,14E)-(R)-1-(tert-Butyl-diphenyl-silanyloxy)-heptacosa-6,10,14-trien-3-ol

Chemical Property:

Purity/Quality:

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Technology Process of (6E,10E,14E)-(R)-1-(tert-Butyl-diphenyl-silanyloxy)-heptacosa-6,10,14-trien-3-ol

There total 2 articles about (6E,10E,14E)-(R)-1-(tert-Butyl-diphenyl-silanyloxy)-heptacosa-6,10,14-trien-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: 87.0%

tert-butylchlorodiphenylsilane (58479-61-1) + (6E,10E,14E)-(R)-Heptacosa-6,10,14-triene-1,3-diol (198541-51-4) → (6E,10E,14E)-(R)-1-(tert-Butyl-diphenyl-silanyloxy)-heptacosa-6,10,14-trien-3-ol (198541-52-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 16h; Ambient temperature;

DOI:10.1021/ja964273z

Reference yield:

[(2R,3R)-((3E,7E,11E)-3-Tetracosa-3,7,11-trienyl)-oxiranyl]-methanol → (6E,10E,14E)-(R)-1-(tert-Butyl-diphenyl-silanyloxy)-heptacosa-6,10,14-trien-3-ol (198541-52-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / Red-Al / tetrahydrofuran / 4 h / 0 °C

2: 87 percent / diisopropylethylamine / CH₂Cl₂ / 16 h / Ambient temperature

With N-ethyl-N,N-diisopropylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja964273z

Reference yield: 50.0%

(6E,10E,14E)-(R)-1-(tert-Butyl-diphenyl-silanyloxy)-heptacosa-6,10,14-trien-3-ol (198541-52-5) → (R)-1-{(2S,5R,2'S,5'R,2''R,5''R)-5''-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-dodecahydro-[2,2';5',2'']terfuran-5-yl}-tridecan-1-ol (198541-53-6)

Guidance literature:

With (F₃CCO₂)ReO₃; trifluoroacetic anhydride; In dichloromethane; for 8h;

DOI:10.1021/ja981324e

upstream raw materials:

tert-butylchlorodiphenylsilane

(6E,10E,14E)-(R)-Heptacosa-6,10,14-triene-1,3-diol

Downstream raw materials:

(R)-1-{(2S,5R,2'S,5'R,2''R,5''R)-5''-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-dodecahydro-[2,2';5',2'']terfuran-5-yl}-tridecan-1-ol

(S)-3-[(5Z,11E,15E,19E)-(2R,8R)-2-(tert-Butyl-diphenyl-silanyloxy)-8-hydroxy-dotriaconta-5,11,15,19-tetraenyl]-5-methyl-5H-furan-2-one

(S)-3-{(E)-(R)-2-(tert-Butyl-diphenyl-silanyloxy)-7-[(2R,5R,2'R,5'S,2''S,5''R)-5''-((R)-1-hydroxy-tridecyl)-dodecahydro-[2,2';5',2'']terfuran-5-yl]-hept-5-enyl}-5-methyl-5H-furan-2-one

(S)-3-{(E)-(R)-2-(tert-Butyl-diphenyl-silanyloxy)-7-[(2R,5R,2'R,5'S,2''S,5''R)-5''-((R)-1-methoxymethoxy-tridecyl)-dodecahydro-[2,2';5',2'']terfuran-5-yl]-hept-5-enyl}-5-methyl-5H-furan-2-one

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