3,7,11,15-tetramethyl-1-tetrahydropyranoxy-14,15-epoxy-5-tert-butyldiphenylsiloxy-2E,6E,10E-hexadecatriene

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Chemical Name:3,7,11,15-tetramethyl-1-tetrahydropyranoxy-14,15-epoxy-5-tert-butyldiphenylsiloxy-2E,6E,10E-hexadecatriene
CAS No.:223719-21-9
Molecular Formula:C₄₁H₆₀O₄Si
Molecular Weight:645.01
Hs Code.:

Synonyms:3,7,11,15-tetramethyl-1-tetrahydropyranoxy-14,15-epoxy-5-tert-butyldiphenylsiloxy-2E,6E,10E-hexadecatriene

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Chemical Property of 3,7,11,15-tetramethyl-1-tetrahydropyranoxy-14,15-epoxy-5-tert-butyldiphenylsiloxy-2E,6E,10E-hexadecatriene

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Technology Process of 3,7,11,15-tetramethyl-1-tetrahydropyranoxy-14,15-epoxy-5-tert-butyldiphenylsiloxy-2E,6E,10E-hexadecatriene

There total 8 articles about 3,7,11,15-tetramethyl-1-tetrahydropyranoxy-14,15-epoxy-5-tert-butyldiphenylsiloxy-2E,6E,10E-hexadecatriene 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: 56.0%

: 223702-27-0
3,7,11,15-tetramethyl-1-tetrahydropyranoxy-5-tert-butyldiphenylsiloxy-2E,6E,10E,14E-hexadecatetraene

: 223719-21-9
3,7,11,15-tetramethyl-1-tetrahydropyranoxy-14,15-epoxy-5-tert-butyldiphenylsiloxy-2E,6E,10E-hexadecatriene

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 0.5h; Ambient temperature;
DOI:10.1016/S0040-4039(99)00124-0

Reference yield:

: 502-67-0
Farnesal

: 223719-21-9
3,7,11,15-tetramethyl-1-tetrahydropyranoxy-14,15-epoxy-5-tert-butyldiphenylsiloxy-2E,6E,10E-hexadecatriene

Guidance literature:: Multi-step reaction with 6 steps

1.1: KCN*18-crown-6 / 0.5 h / 0 °C

2.1: LiN(SiMe₃)2 / tetrahydrofuran; hexane / 0.33 h / 0 °C

2.2: 4 h / 0 - 20 °C

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

4.1: 89 percent / NaBH₄ / methanol / 0 °C

5.1: 89 percent / imidazole / dimethylformamide / 4 h

6.1: 56 percent / m-CPBA / CH₂Cl₂ / 0.5 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; (K-18-crown-6 ether) cyanide; tetrabutyl ammonium fluoride; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; 1.1: Addition / 2.1: Metallation / 2.2: Condensation / 3.1: Elimination / 4.1: Reduction / 5.1: silylation / 6.1: Epoxidation;
DOI:10.1002/jccs.199900129

Reference yield:

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

: 223719-21-9
3,7,11,15-tetramethyl-1-tetrahydropyranoxy-14,15-epoxy-5-tert-butyldiphenylsiloxy-2E,6E,10E-hexadecatriene

Guidance literature:: Multi-step reaction with 3 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

With 1H-imidazole; sodium tetrahydroborate; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: Reduction / 2: silylation / 3: Epoxidation;
DOI:10.1002/jccs.199900129