Bicyclo[5.3.1]undec-7-ene-3,9-dione, 4-[4-[[(1,1-dimethylethyl)diphenylsilyl]oxy]butyl]-4,8,11,11-tetramethyl-2-( phenylmethoxy)-, (1S,2S,4R)-

Base Information

Chemical Name:Bicyclo[5.3.1]undec-7-ene-3,9-dione, 4-[4-[[(1,1-dimethylethyl)diphenylsilyl]oxy]butyl]-4,8,11,11-tetramethyl-2-( phenylmethoxy)-, (1S,2S,4R)-
CAS No.:685077-45-6
Molecular Formula:C₄₂H₅₄O₄Si
Molecular Weight:650.974
Hs Code.:

Synonyms:

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Chemical Property of Bicyclo[5.3.1]undec-7-ene-3,9-dione, 4-[4-[[(1,1-dimethylethyl)diphenylsilyl]oxy]butyl]-4,8,11,11-tetramethyl-2-( phenylmethoxy)-, (1S,2S,4R)-

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Technology Process of Bicyclo[5.3.1]undec-7-ene-3,9-dione, 4-[4-[[(1,1-dimethylethyl)diphenylsilyl]oxy]butyl]-4,8,11,11-tetramethyl-2-( phenylmethoxy)-, (1S,2S,4R)-

There total 1 articles about Bicyclo[5.3.1]undec-7-ene-3,9-dione, 4-[4-[[(1,1-dimethylethyl)diphenylsilyl]oxy]butyl]-4,8,11,11-tetramethyl-2-( phenylmethoxy)-, (1S,2S,4R)- 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:

: 685077-41-2
(1R,2R,3S,4S)-2-{1-[4-(tert-butyldiphenylsilyloxy)butyl]vinyl}-1,5,5-trimethyl-6-methylene-3-(phenylmethoxy)bicyclo[2.2.2]octan-2-ol

: 685077-45-6
(1S,2S,4R)-4-[4-(tert-butyldiphenylsilyloxy)butyl]-4,8,11,11-tetramethyl-2-(phenylmethoxy)bicyclo[5.3.1]undec-7-ene-3,9-dione

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / potassium tert-butoxide / diethyl ether / 5 h / 18 °C

2: 17 percent / chromium trioxide; 3,5-dimethylpyrazole / CH₂Cl₂ / 5 h / -15 - -10 °C

With 3,5-dimethyl-1H-pyrazole; chromium(VI) oxide; potassium tert-butylate; In diethyl ether; dichloromethane;
DOI:10.1071/CH03161

Reference yield:

: 685077-45-6
(1S,2S,4R)-4-[4-(tert-butyldiphenylsilyloxy)butyl]-4,8,11,11-tetramethyl-2-(phenylmethoxy)bicyclo[5.3.1]undec-7-ene-3,9-dione

: 685077-57-0
(1S,2S,4R)-4-(4-bromobutyl)-4,8,11,11-tetramethyl-2-(phenylmethoxy)bicyclo[5.3.1]undec-7-ene-3,9-dione

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 18 °C

2: 96 percent / Ph₃P*Br₂ / CH₂Cl₂ / 1 h / 18 °C

With tetrabutyl ammonium fluoride; triphenylphosphine dibromide 1:1 addition complex; In tetrahydrofuran; dichloromethane;
DOI:10.1071/CH03161

Reference yield:

: 685077-45-6
(1S,2S,4R)-4-[4-(tert-butyldiphenylsilyloxy)butyl]-4,8,11,11-tetramethyl-2-(phenylmethoxy)bicyclo[5.3.1]undec-7-ene-3,9-dione

: (1S,2S,4R)-4-(4-iodobutyl)-4,8,11,11-tetramethyl-2-(phenylmethoxy)bicyclo[5.3.1]undec-7-ene-3,9-dione

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 18 °C

2: 96 percent / Ph₃P*Br₂ / CH₂Cl₂ / 1 h / 18 °C

3: 91 percent / sodium iodide / acetone / 4 h / Heating

With tetrabutyl ammonium fluoride; triphenylphosphine dibromide 1:1 addition complex; sodium iodide; In tetrahydrofuran; dichloromethane; acetone; 3: Finkelstein reaction;
DOI:10.1071/CH03161