(1R,2S,5R)-1-[(E)-3-(tert-Butyl-diphenyl-silanyloxy)-propenyl]-2-isopropyl-5-methyl-cyclohexanol

Base Information

Chemical Name:(1R,2S,5R)-1-[(E)-3-(tert-Butyl-diphenyl-silanyloxy)-propenyl]-2-isopropyl-5-methyl-cyclohexanol
CAS No.:750594-47-9
Molecular Formula:C₂₉H₄₂O₂Si
Molecular Weight:450.737
Hs Code.:

Synonyms:(1R,2S,5R)-1-[(E)-3-(tert-Butyl-diphenyl-silanyloxy)-propenyl]-2-isopropyl-5-methyl-cyclohexanol

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Chemical Property of (1R,2S,5R)-1-[(E)-3-(tert-Butyl-diphenyl-silanyloxy)-propenyl]-2-isopropyl-5-methyl-cyclohexanol

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Technology Process of (1R,2S,5R)-1-[(E)-3-(tert-Butyl-diphenyl-silanyloxy)-propenyl]-2-isopropyl-5-methyl-cyclohexanol

There total 3 articles about (1R,2S,5R)-1-[(E)-3-(tert-Butyl-diphenyl-silanyloxy)-propenyl]-2-isopropyl-5-methyl-cyclohexanol 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: 73.0%

: 10458-14-7,14073-97-3,17627-49-5,7786-64-3
(2R,5S)-menthone

: 750594-46-8
(E)-1-(tert-butyldiphenylsilyloxy)-3-iodoprop-2-ene

: 750594-47-9
(1R,2S,5R)-1-[(E)-3-(tert-Butyl-diphenyl-silanyloxy)-propenyl]-2-isopropyl-5-methyl-cyclohexanol

Guidance literature:: (E)-1-(tert-butyldiphenylsilyloxy)-3-iodoprop-2-ene; With cerium(III) chloride; tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃; for 1h;

(2R,5S)-menthone; In tetrahydrofuran; pentane; at -78 ℃; for 1h;
DOI:10.1021/ol048936q

Reference yield:

: 88159-06-2
tert-butyl(diphenyl)(2-propynyloxy)silane

: 750594-47-9
(1R,2S,5R)-1-[(E)-3-(tert-Butyl-diphenyl-silanyloxy)-propenyl]-2-isopropyl-5-methyl-cyclohexanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: biscyclopentadienylzirconium dichloride; lithium triethylborohydride / tetrahydrofuran / 2 h / 20 °C

1.2: 79 percent / I₂ / tetrahydrofuran / 10 h / 20 °C

2.1: t-BuLi; CeCl₃ / tetrahydrofuran; pentane / 1 h / -78 °C

2.2: 73 percent / tetrahydrofuran; pentane / 1 h / -78 °C

With cerium(III) chloride; zirconocene dichloride; tert.-butyl lithium; lithium triethylborohydride; In tetrahydrofuran; pentane;
DOI:10.1021/ol048936q

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 750594-47-9
(1R,2S,5R)-1-[(E)-3-(tert-Butyl-diphenyl-silanyloxy)-propenyl]-2-isopropyl-5-methyl-cyclohexanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: biscyclopentadienylzirconium dichloride; lithium triethylborohydride / tetrahydrofuran / 2 h / 20 °C

1.2: 79 percent / I₂ / tetrahydrofuran / 10 h / 20 °C

2.1: t-BuLi; CeCl₃ / tetrahydrofuran; pentane / 1 h / -78 °C

2.2: 73 percent / tetrahydrofuran; pentane / 1 h / -78 °C

With cerium(III) chloride; zirconocene dichloride; tert.-butyl lithium; lithium triethylborohydride; In tetrahydrofuran; pentane;
DOI:10.1021/ol048936q