(R)-tert-butyl[13,13-dibromo-3-(4-methoxybenzyloxy)tridec-12-enoyloxy]diphenylsilane

Base Information

Chemical Name:(R)-tert-butyl[13,13-dibromo-3-(4-methoxybenzyloxy)tridec-12-enoyloxy]diphenylsilane
CAS No.:725724-03-8
Molecular Formula:C₃₇H₅₀Br₂O₃Si
Molecular Weight:730.696
Hs Code.:

Synonyms:(R)-tert-butyl[13,13-dibromo-3-(4-methoxybenzyloxy)tridec-12-enoyloxy]diphenylsilane

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Chemical Property of (R)-tert-butyl[13,13-dibromo-3-(4-methoxybenzyloxy)tridec-12-enoyloxy]diphenylsilane

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Technology Process of (R)-tert-butyl[13,13-dibromo-3-(4-methoxybenzyloxy)tridec-12-enoyloxy]diphenylsilane

There total 6 articles about (R)-tert-butyl[13,13-dibromo-3-(4-methoxybenzyloxy)tridec-12-enoyloxy]diphenylsilane 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: 92.0%

: 558-13-4
carbon tetrabromide

: 725724-02-7
(R)-12-(tert-butyldiphenylsilanyloxy)-10-(4-methoxybenzyloxy)dodecanal

: 725724-03-8
(R)-tert-butyl[13,13-dibromo-3-(4-methoxybenzyloxy)tridec-12-enoyloxy]diphenylsilane

Guidance literature:: With triethylamine; triphenylphosphine; In dichloromethane; at 0 ℃; for 21h;
DOI:10.1021/jo0496392

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 725724-03-8
(R)-tert-butyl[13,13-dibromo-3-(4-methoxybenzyloxy)tridec-12-enoyloxy]diphenylsilane

Guidance literature:: Multi-step reaction with 5 steps

1: 99 percent / D-camphorsulfonic acid / dimethylformamide / 2 h / 60 °C / 100 Torr

2: 92 percent / DIBAL / CH₂Cl₂; hexane / 0.75 h / 0 °C

3: 96 percent / imidazole / dimethylformamide / 1 h / 0 °C

4: 80 percent / OsO₄; NaIO₄ / tetrahydrofuran; H₂O; 2-methyl-propan-2-ol / 2.3 h / 20 °C

5: 92 percent / triphenylphosphine; triethylamine / CH₂Cl₂ / 21 h / 0 °C

With 1H-imidazole; sodium periodate; osmium(VIII) oxide; (1S)-10-camphorsulfonic acid; diisobutylaluminium hydride; triethylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 4: Lemieux-Johnson oxidation;
DOI:10.1021/jo0496392

Reference yield:

: 532929-13-8
(R)-Tridec-12-ene-1,3-diol

: 725724-03-8
(R)-tert-butyl[13,13-dibromo-3-(4-methoxybenzyloxy)tridec-12-enoyloxy]diphenylsilane

Guidance literature:: Multi-step reaction with 5 steps

1: 99 percent / D-camphorsulfonic acid / dimethylformamide / 2 h / 60 °C / 100 Torr

2: 92 percent / DIBAL / CH₂Cl₂; hexane / 0.75 h / 0 °C

3: 96 percent / imidazole / dimethylformamide / 1 h / 0 °C

4: 80 percent / OsO₄; NaIO₄ / tetrahydrofuran; H₂O; 2-methyl-propan-2-ol / 2.3 h / 20 °C

5: 92 percent / triphenylphosphine; triethylamine / CH₂Cl₂ / 21 h / 0 °C

With 1H-imidazole; sodium periodate; osmium(VIII) oxide; (1S)-10-camphorsulfonic acid; diisobutylaluminium hydride; triethylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 4: Lemieux-Johnson oxidation;
DOI:10.1021/jo0496392