6-tert-butyldiphenylsiloxy-1E,3E,7E,11E-cembratetraene

Base Information

Chemical Name:6-tert-butyldiphenylsiloxy-1E,3E,7E,11E-cembratetraene
CAS No.:223702-33-8
Molecular Formula:C₃₆H₅₀OSi
Molecular Weight:526.878
Hs Code.:

Synonyms:6-tert-butyldiphenylsiloxy-1E,3E,7E,11E-cembratetraene

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Chemical Property of 6-tert-butyldiphenylsiloxy-1E,3E,7E,11E-cembratetraene

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Technology Process of 6-tert-butyldiphenylsiloxy-1E,3E,7E,11E-cembratetraene

There total 12 articles about 6-tert-butyldiphenylsiloxy-1E,3E,7E,11E-cembratetraene 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: 66.0%

: 223702-31-6
3,7,11,15-tetramethyl-5-tert-butyldiphenylsiloxy-14-oxo-2E,6E,10E-hexadecatrienal

: 223702-33-8
6-tert-butyldiphenylsiloxy-1E,3E,7E,11E-cembratetraene

Guidance literature:: With titanium tetrachloride; zinc; In tetrahydrofuran; pyridine; for 24h; Heating;
DOI:10.1016/S0040-4039(99)00124-0

Reference yield:

: 223702-34-9
(3E,7E)-4,8,12-Trimethyl-2-[(E)-2-methyl-4-(tetrahydro-pyran-2-yloxy)-but-2-enyl]-2-trimethylsilanyloxy-trideca-3,7,11-trienenitrile

: 223702-33-8
6-tert-butyldiphenylsiloxy-1E,3E,7E,11E-cembratetraene

Guidance literature:: Multi-step reaction with 8 steps

1: n-Bu₄NF / tetrahydrofuran; H₂O / 4 h

2: 89 percent / NaBH₄ / methanol / 0 °C

3: 89 percent / imidazole / dimethylformamide / 4 h

4: 56 percent / m-CPBA / CH₂Cl₂ / 0.5 h / 20 °C

5: 75 percent / HClO₄ / CH₂Cl₂ / 0.08 h / 20 °C

6: p-TsOH; methanol / 1 h / 20 °C

7: MnO₂ / hexane / 8 h / 20 °C

8: 66 percent / TiCl₄; Zn powder; pyridine / 1,2-dimethoxy-ethane / 3 h / Heating

With pyridine; 1H-imidazole; methanol; manganese(IV) oxide; sodium tetrahydroborate; perchloric acid; tetrabutyl ammonium fluoride; titanium tetrachloride; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; zinc; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; hexane; dichloromethane; water; N,N-dimethyl-formamide; 1: Elimination / 2: Reduction / 3: silylation / 4: Epoxidation / 5: Rearrangement / 6: deketalization / 7: Oxidation / 8: Cyclization;
DOI:10.1002/jccs.199900129

Reference yield:

: 223702-26-9
3,7,11,15-tetramethyl-1-tetrahydropyranoxy-5-hydroxy-2E,6E,10E,14E-hexadecatetraene

: 223702-33-8
6-tert-butyldiphenylsiloxy-1E,3E,7E,11E-cembratetraene

Guidance literature:: Multi-step reaction with 6 steps

1: 89 percent / imidazole / dimethylformamide / 4 h

2: 56 percent / m-CPBA / CH₂Cl₂ / 0.5 h / 20 °C

3: 75 percent / HClO₄ / CH₂Cl₂ / 0.08 h / 20 °C

4: p-TsOH; methanol / 1 h / 20 °C

5: MnO₂ / hexane / 8 h / 20 °C

6: 66 percent / TiCl₄; Zn powder; pyridine / 1,2-dimethoxy-ethane / 3 h / Heating

With pyridine; 1H-imidazole; methanol; manganese(IV) oxide; perchloric acid; titanium tetrachloride; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; zinc; In 1,2-dimethoxyethane; hexane; dichloromethane; N,N-dimethyl-formamide; 1: silylation / 2: Epoxidation / 3: Rearrangement / 4: deketalization / 5: Oxidation / 6: Cyclization;
DOI:10.1002/jccs.199900129