(6Z,10E)-12-bromo-6-tert-butyldiphenylsilyloxymethyl-2,10-dimethyl-2,6,10-dodecatriene

Base Information

Chemical Name:(6Z,10E)-12-bromo-6-tert-butyldiphenylsilyloxymethyl-2,10-dimethyl-2,6,10-dodecatriene
CAS No.:473312-91-3
Molecular Formula:C₃₁H₄₃BrOSi
Molecular Weight:539.671
Hs Code.:

Synonyms:(6Z,10E)-12-bromo-6-tert-butyldiphenylsilyloxymethyl-2,10-dimethyl-2,6,10-dodecatriene

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Chemical Property of (6Z,10E)-12-bromo-6-tert-butyldiphenylsilyloxymethyl-2,10-dimethyl-2,6,10-dodecatriene

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Technology Process of (6Z,10E)-12-bromo-6-tert-butyldiphenylsilyloxymethyl-2,10-dimethyl-2,6,10-dodecatriene

There total 9 articles about (6Z,10E)-12-bromo-6-tert-butyldiphenylsilyloxymethyl-2,10-dimethyl-2,6,10-dodecatriene 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: 87.0%

: 473313-03-0
(2E,6Z)-7-tert-butyldiphenylsilyloxymethyl-3,11-dimethyl-2,6,10-dodecatrien-1-ol

: 473312-91-3
(6Z,10E)-12-bromo-6-tert-butyldiphenylsilyloxymethyl-2,10-dimethyl-2,6,10-dodecatriene

Guidance literature:: With pyridine; phosphorus tribromide; In diethyl ether;
DOI:10.1016/S0040-4039(02)01193-0

Reference yield:

: 80873-81-0
geraniol tert-butyldimethylsilyl ether

: 473312-91-3
(6Z,10E)-12-bromo-6-tert-butyldiphenylsilyloxymethyl-2,10-dimethyl-2,6,10-dodecatriene

Guidance literature:: Multi-step reaction with 6 steps

1: 81 percent / m-CPBA / CHCl₃ / 1 h / 0 °C

2: aq. HIO₄ / tetrahydrofuran / 0.5 h / 0 °C

3: 17.1 g / imidazole / dimethylformamide / 0.5 h / 20 °C

4: 92 percent / aq. AcOH / tetrahydrofuran / 19 h / 20 °C

5: PBr₃; pyridine / diethyl ether / 1 h / -40 - -20 °C

With pyridine; 1H-imidazole; phosphorus tribromide; acetic acid; periodic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether; chloroform; N,N-dimethyl-formamide;
DOI:10.1039/b406820c

Reference yield:

: 473313-00-7
(E)-tert-butyl((5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-en-1-yl)oxy)dimethylsilane

: 473312-91-3
(6Z,10E)-12-bromo-6-tert-butyldiphenylsilyloxymethyl-2,10-dimethyl-2,6,10-dodecatriene

Guidance literature:: Multi-step reaction with 5 steps

1: aq. HIO₄ / tetrahydrofuran / 0.5 h / 0 °C

2: 17.1 g / imidazole / dimethylformamide / 0.5 h / 20 °C

3: 92 percent / aq. AcOH / tetrahydrofuran / 19 h / 20 °C

4: PBr₃; pyridine / diethyl ether / 1 h / -40 - -20 °C

With pyridine; 1H-imidazole; phosphorus tribromide; acetic acid; periodic acid; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1039/b406820c