1-[4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-4-[11-(2,4-dimethyl-5-triethylsilanyloxy-pent-1-enyl)-9-(1-ethoxy-ethoxy)-2,2-dimethyl-1,3,7-trioxa-spiro[5.5]undec-4-yl]-3-triethylsilanyloxy-pentan-2-one

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Chemical Name:1-[4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-4-[11-(2,4-dimethyl-5-triethylsilanyloxy-pent-1-enyl)-9-(1-ethoxy-ethoxy)-2,2-dimethyl-1,3,7-trioxa-spiro[5.5]undec-4-yl]-3-triethylsilanyloxy-pentan-2-one
CAS No.:1026014-57-2
Molecular Formula:C₆₁H₁₀₄O₁₀Si₃
Molecular Weight:1081.75
Hs Code.:

1-[4-(<i>tert</i>-butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-4-[11-(2,4-dimethyl-5-triethylsilanyloxy-pent-1-enyl)-9-(1-ethoxy-ethoxy)-2,2-dimethyl-1,3,7-trioxa-spiro[5.5]undec-4-yl]-3-triethylsilanyloxy-pentan-2-one

Synonyms:1-[4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-4-[11-(2,4-dimethyl-5-triethylsilanyloxy-pent-1-enyl)-9-(1-ethoxy-ethoxy)-2,2-dimethyl-1,3,7-trioxa-spiro[5.5]undec-4-yl]-3-triethylsilanyloxy-pentan-2-one

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Chemical Property of 1-[4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-4-[11-(2,4-dimethyl-5-triethylsilanyloxy-pent-1-enyl)-9-(1-ethoxy-ethoxy)-2,2-dimethyl-1,3,7-trioxa-spiro[5.5]undec-4-yl]-3-triethylsilanyloxy-pentan-2-one

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Technology Process of 1-[4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-4-[11-(2,4-dimethyl-5-triethylsilanyloxy-pent-1-enyl)-9-(1-ethoxy-ethoxy)-2,2-dimethyl-1,3,7-trioxa-spiro[5.5]undec-4-yl]-3-triethylsilanyloxy-pentan-2-one

There total 16 articles about 1-[4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-4-[11-(2,4-dimethyl-5-triethylsilanyloxy-pent-1-enyl)-9-(1-ethoxy-ethoxy)-2,2-dimethyl-1,3,7-trioxa-spiro[5.5]undec-4-yl]-3-triethylsilanyloxy-pentan-2-one 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:

: 125643-08-5
(4R)-5-<(tert-Butyldimethylsilyl)oxy>-4-methyl-1-pentyne

: 1026014-57-2
1-[4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-4-[11-(2,4-dimethyl-5-triethylsilanyloxy-pent-1-enyl)-9-(1-ethoxy-ethoxy)-2,2-dimethyl-1,3,7-trioxa-spiro[5.5]undec-4-yl]-3-triethylsilanyloxy-pentan-2-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: zirconocene dichloride / 1,2-dichloro-ethane; toluene / 3 h / 20 °C

1.2: Li₂(CN)Cu(CCC₄H₉)2 / diethyl ether; tetrahydrofuran; hexane / 0.25 h / -30 - -23 °C

1.3: 90 percent / diethyl ether; tetrahydrofuran; hexane / 1 h / -23 °C

2.1: 84 percent / L-Selectride / tetrahydrofuran / -78 - 0 °C

3.1: 100 percent / p-toluene sulfonic acid / 0.33 h / 20 °C

4.1: 97 percent / hydrogen / W-2 Raney nickel / ethanol / 12 h

5.1: 83 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

6.1: t-butyl lithium / diethyl ether; hexane; pentane / 0.5 h / -78 °C

6.2: 72 percent / diethyl ether; hexane; pentane / 0.5 h / -100 °C

7.1: 82 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

8.1: 4-Angstroem molecular sieves; TBAF / tetrahydrofuran / 0.75 h / 20 °C

9.1: 0.386 g / imidazole / dimethylformamide / 14 h / 20 °C

With 1H-imidazole; 4 A molecular sieve; zirconocene dichloride; tetrabutyl ammonium fluoride; hydrogen; tert.-butyl lithium; L-Selectride; Dess-Martin periodane; toluene-4-sulfonic acid; W-2 Raney nickel; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; pentane; 1.1: Negishi carboalumination / 1.2: transmetalation / 1.3: Addition / 2.1: Reduction / 3.1: Addition / 4.1: Hydrogenolysis / 5.1: Oxidation / 6.1: Metallation / 6.2: Addition / 7.1: Oxidation / 8.1: desilylation / 9.1: silylation;
DOI:10.1016/S0040-4020(97)00865-X

Reference yield:

: 107691-92-9
(RS)-2-{[(S)-2-methylpent-4-in-1-yl]oxy}-3,4,5,6-tetrahydro-2H-pyrane

: 1026014-57-2
1-[4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-4-[11-(2,4-dimethyl-5-triethylsilanyloxy-pent-1-enyl)-9-(1-ethoxy-ethoxy)-2,2-dimethyl-1,3,7-trioxa-spiro[5.5]undec-4-yl]-3-triethylsilanyloxy-pentan-2-one

Guidance literature:: Multi-step reaction with 11 steps

1.1: 48 g / TsOH / methanol / 40 - 50 °C

2.1: 61.4 g / Et₃N / diethyl ether / 6 h / 20 °C / ice cooling

3.1: zirconocene dichloride / 1,2-dichloro-ethane; toluene / 3 h / 20 °C

3.2: Li₂(CN)Cu(CCC₄H₉)2 / diethyl ether; tetrahydrofuran; hexane / 0.25 h / -30 - -23 °C

3.3: 90 percent / diethyl ether; tetrahydrofuran; hexane / 1 h / -23 °C

4.1: 84 percent / L-Selectride / tetrahydrofuran / -78 - 0 °C

5.1: 100 percent / p-toluene sulfonic acid / 0.33 h / 20 °C

6.1: 97 percent / hydrogen / W-2 Raney nickel / ethanol / 12 h

7.1: 83 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

8.1: t-butyl lithium / diethyl ether; hexane; pentane / 0.5 h / -78 °C

8.2: 72 percent / diethyl ether; hexane; pentane / 0.5 h / -100 °C

9.1: 82 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

10.1: 4-Angstroem molecular sieves; TBAF / tetrahydrofuran / 0.75 h / 20 °C

11.1: 0.386 g / imidazole / dimethylformamide / 14 h / 20 °C

With 1H-imidazole; 4 A molecular sieve; zirconocene dichloride; tetrabutyl ammonium fluoride; hydrogen; tert.-butyl lithium; L-Selectride; Dess-Martin periodane; toluene-4-sulfonic acid; triethylamine; W-2 Raney nickel; In tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; pentane; 1.1: methanolysis / 2.1: silylation / 3.1: Negishi carboalumination / 3.2: transmetalation / 3.3: Addition / 4.1: Reduction / 5.1: Addition / 6.1: Hydrogenolysis / 7.1: Oxidation / 8.1: Metallation / 8.2: Addition / 9.1: Oxidation / 10.1: desilylation / 11.1: silylation;
DOI:10.1016/S0040-4020(97)00865-X

Reference yield:

: 58113-69-2,107691-93-0
(2S)-2-methyl-4-pentyn-1-ol

: 1026014-57-2
1-[4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-4-[11-(2,4-dimethyl-5-triethylsilanyloxy-pent-1-enyl)-9-(1-ethoxy-ethoxy)-2,2-dimethyl-1,3,7-trioxa-spiro[5.5]undec-4-yl]-3-triethylsilanyloxy-pentan-2-one

Guidance literature:: Multi-step reaction with 10 steps

1.1: 61.4 g / Et₃N / diethyl ether / 6 h / 20 °C / ice cooling

2.1: zirconocene dichloride / 1,2-dichloro-ethane; toluene / 3 h / 20 °C

2.2: Li₂(CN)Cu(CCC₄H₉)2 / diethyl ether; tetrahydrofuran; hexane / 0.25 h / -30 - -23 °C

2.3: 90 percent / diethyl ether; tetrahydrofuran; hexane / 1 h / -23 °C

3.1: 84 percent / L-Selectride / tetrahydrofuran / -78 - 0 °C

4.1: 100 percent / p-toluene sulfonic acid / 0.33 h / 20 °C

5.1: 97 percent / hydrogen / W-2 Raney nickel / ethanol / 12 h

6.1: 83 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

7.1: t-butyl lithium / diethyl ether; hexane; pentane / 0.5 h / -78 °C

7.2: 72 percent / diethyl ether; hexane; pentane / 0.5 h / -100 °C

8.1: 82 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

9.1: 4-Angstroem molecular sieves; TBAF / tetrahydrofuran / 0.75 h / 20 °C

10.1: 0.386 g / imidazole / dimethylformamide / 14 h / 20 °C

With 1H-imidazole; 4 A molecular sieve; zirconocene dichloride; tetrabutyl ammonium fluoride; hydrogen; tert.-butyl lithium; L-Selectride; Dess-Martin periodane; toluene-4-sulfonic acid; triethylamine; W-2 Raney nickel; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; pentane; 1.1: silylation / 2.1: Negishi carboalumination / 2.2: transmetalation / 2.3: Addition / 3.1: Reduction / 4.1: Addition / 5.1: Hydrogenolysis / 6.1: Oxidation / 7.1: Metallation / 7.2: Addition / 8.1: Oxidation / 9.1: desilylation / 10.1: silylation;
DOI:10.1016/S0040-4020(97)00865-X