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

Base Information

Chemical Name:3,7,11,15-tetramethyl-5-tert-butyldiphenylsiloxy-14-oxo-2E,6E,10E-hexadecatrienal
CAS No.:223702-31-6
Molecular Formula:C₃₆H₅₀O₃Si
Molecular Weight:558.877
Hs Code.:

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

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Chemical Property of 3,7,11,15-tetramethyl-5-tert-butyldiphenylsiloxy-14-oxo-2E,6E,10E-hexadecatrienal

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Technology Process of 3,7,11,15-tetramethyl-5-tert-butyldiphenylsiloxy-14-oxo-2E,6E,10E-hexadecatrienal

There total 11 articles about 3,7,11,15-tetramethyl-5-tert-butyldiphenylsiloxy-14-oxo-2E,6E,10E-hexadecatrienal 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: 94.0%

: 223702-36-1
(6E,10E,14E)-12-(tert-Butyl-diphenyl-silanyloxy)-16-hydroxy-2,6,10,14-tetramethyl-hexadeca-6,10,14-trien-3-one

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

Guidance literature:: With manganese(IV) oxide; In hexane; for 8h; Ambient temperature;
DOI:10.1016/S0040-4039(99)00124-0

Reference yield:

: 223702-24-7
3,7,11,15-tetramethyl-1-tetrahydropyranoxy-2E,6E,10E,14E-hexadecatetraenyl-5-one

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

Guidance literature:: Multi-step reaction with 6 steps

1: 89 percent / NaBH₄ / methanol / 0 °C

2: 89 percent / imidazole / dimethylformamide / 4 h

3: 56 percent / m-CPBA / CH₂Cl₂ / 0.5 h / 20 °C

4: 75 percent / HClO₄ / CH₂Cl₂ / 0.08 h / 20 °C

5: p-TsOH; methanol / 1 h / 20 °C

6: MnO₂ / hexane / 8 h / 20 °C

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

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

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

Guidance literature:: Multi-step reaction with 7 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

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