Bicyclo[2.2.2]oct-5-en-2-ol, 8-[(1R)-1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-2-methylpropyl]-1 -methyl-2-[(1E,3S)-3-methyl-4-(phenylmethoxy)-1-butenyl]-, (1S,2S,4S,8R)-

Base Information

Chemical Name:Bicyclo[2.2.2]oct-5-en-2-ol, 8-[(1R)-1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-2-methylpropyl]-1 -methyl-2-[(1E,3S)-3-methyl-4-(phenylmethoxy)-1-butenyl]-, (1S,2S,4S,8R)-
CAS No.:583866-52-8
Molecular Formula:C32H52O3Si
Molecular Weight:512.849
Hs Code.:

Bicyclo[2.2.2]oct-5-en-2-ol,
8-[(1R)-1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-2-methylpropyl]-1
-methyl-2-[(1E,3S)-3-methyl-4-(phenylmethoxy)-1-butenyl]-,
(1S,2S,4S,8R)-

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Suppliers and Price of Bicyclo[2.2.2]oct-5-en-2-ol, 8-[(1R)-1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-2-methylpropyl]-1 -methyl-2-[(1E,3S)-3-methyl-4-(phenylmethoxy)-1-butenyl]-, (1S,2S,4S,8R)-

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Chemical Property of Bicyclo[2.2.2]oct-5-en-2-ol, 8-[(1R)-1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-2-methylpropyl]-1 -methyl-2-[(1E,3S)-3-methyl-4-(phenylmethoxy)-1-butenyl]-, (1S,2S,4S,8R)-

Chemical Property:

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Technology Process of Bicyclo[2.2.2]oct-5-en-2-ol, 8-[(1R)-1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-2-methylpropyl]-1 -methyl-2-[(1E,3S)-3-methyl-4-(phenylmethoxy)-1-butenyl]-, (1S,2S,4S,8R)-

There total 8 articles about Bicyclo[2.2.2]oct-5-en-2-ol, 8-[(1R)-1-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-2-methylpropyl]-1 -methyl-2-[(1E,3S)-3-methyl-4-(phenylmethoxy)-1-butenyl]-, (1S,2S,4S,8R)- 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: 77.0%

: 583866-43-7
benzyl (2S,3E)-4-iodo-2-methyl-3-butenyl ether

: 583865-95-6
(1S,4S,8R)-8-[(R)-1-[(tert-butyldimethylsiloxy)methyl]-2-methylpropyl]-1-methylbicyclo[2.2.2]oct-5-en-2-one

: (1S,2R,4S,8R)-2-[(1E,3S)-4-(benzyloxy)-3-methyl-1-butenyl]-8-[(1R)-1-[(tert-butyldimethylsiloxy)methyl]-2-methylpropyl]-1-methylbicyclo[2.2.2]oct-5-en-2-ol

: 583866-52-8
(1S,2S,4S,8R)-2-[(1E,3S)-4-(benzyloxy)-3-methyl-1-butenyl]-8-[(1R)-1-[(tert-butyldimethylsiloxy)methyl]-2-methylpropyl]-1-methylbicyclo[2.2.2]oct-5-en-2-ol

Guidance literature:: benzyl (2S,3E)-4-iodo-2-methyl-3-butenyl ether; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃; for 0.0833333h;

(1S,4S,8R)-8-[(R)-1-[(tert-butyldimethylsiloxy)methyl]-2-methylpropyl]-1-methylbicyclo[2.2.2]oct-5-en-2-one; In tetrahydrofuran; pentane; at -78 ℃; for 0.5h;
DOI:10.1021/jo0301301

Reference yield:

: 81927-55-1
O-benzyl 2,2,2-trichloroacetimidate

: 583866-52-8
(1S,2S,4S,8R)-2-[(1E,3S)-4-(benzyloxy)-3-methyl-1-butenyl]-8-[(1R)-1-[(tert-butyldimethylsiloxy)methyl]-2-methylpropyl]-1-methylbicyclo[2.2.2]oct-5-en-2-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 20.1 g / trifluoromethanesulfonic acid / CH₂Cl₂; hexane / 2 h / 0 °C

2.1: 97 percent / LiAlH₄ / diethyl ether / 1 h / 0 °C

3.1: oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / 0.5 h / -78 - 0 °C

4.1: 2.07 g / chromium(II) chloride / tetrahydrofuran; dioxane / 0 - 20 °C

5.1: tert-butyllithium / tetrahydrofuran; pentane / 0.08 h / -78 °C

5.2: 16 percent / tetrahydrofuran; pentane / 0.5 h / -78 °C

With chromium dichloride; lithium aluminium tetrahydride; oxalyl dichloride; trifluorormethanesulfonic acid; tert.-butyl lithium; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; 1,4-dioxane; diethyl ether; hexane; dichloromethane; pentane; 3.1: Swern oxidation;
DOI:10.1021/jo0301301

Reference yield:

: 63930-46-1
(S)-3-benzyloxy-2-methylpropan-1-ol

: 583866-52-8
(1S,2S,4S,8R)-2-[(1E,3S)-4-(benzyloxy)-3-methyl-1-butenyl]-8-[(1R)-1-[(tert-butyldimethylsiloxy)methyl]-2-methylpropyl]-1-methylbicyclo[2.2.2]oct-5-en-2-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / 0.5 h / -78 - 0 °C

2.1: 2.07 g / chromium(II) chloride / tetrahydrofuran; dioxane / 0 - 20 °C

3.1: tert-butyllithium / tetrahydrofuran; pentane / 0.08 h / -78 °C

3.2: 16 percent / tetrahydrofuran; pentane / 0.5 h / -78 °C

With chromium dichloride; oxalyl dichloride; tert.-butyl lithium; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; pentane; 1.1: Swern oxidation;
DOI:10.1021/jo0301301