(2E,4E,6Z)-6-bromo-8-[(tert-butyldiphenylsilyl)oxy]-2-methylocta-2,4,6-trienal

Base Information

Chemical Name:(2E,4E,6Z)-6-bromo-8-[(tert-butyldiphenylsilyl)oxy]-2-methylocta-2,4,6-trienal
CAS No.:253681-48-0
Molecular Formula:C₂₅H₂₉BrO₂Si
Molecular Weight:469.494
Hs Code.:

Synonyms:(2E,4E,6Z)-6-bromo-8-[(tert-butyldiphenylsilyl)oxy]-2-methylocta-2,4,6-trienal

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Chemical Property of (2E,4E,6Z)-6-bromo-8-[(tert-butyldiphenylsilyl)oxy]-2-methylocta-2,4,6-trienal

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Technology Process of (2E,4E,6Z)-6-bromo-8-[(tert-butyldiphenylsilyl)oxy]-2-methylocta-2,4,6-trienal

There total 3 articles about (2E,4E,6Z)-6-bromo-8-[(tert-butyldiphenylsilyl)oxy]-2-methylocta-2,4,6-trienal 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: 98.0%

: 253681-51-5
(2E,4E,6Z)-6-bromo-8-[(tert-butyldiphenylsilyl)oxy]-2-methylocta-2,4,6-trien-1-ol

: 253681-48-0
(2E,4E,6Z)-6-bromo-8-[(tert-butyldiphenylsilyl)oxy]-2-methylocta-2,4,6-trienal

Guidance literature:: With manganese(IV) oxide; In dichloromethane; at 25 ℃; for 2h;
DOI:10.1016/S0040-4020(99)00861-3

Reference yield:

: 115869-43-7
(tert-butyldiphenylsilanyloxy)acetaldehyde

: 253681-48-0
(2E,4E,6Z)-6-bromo-8-[(tert-butyldiphenylsilyl)oxy]-2-methylocta-2,4,6-trienal

Guidance literature:: Multi-step reaction with 3 steps

1: 75 percent / PPh₃ / CH₂Cl₂ / 1 h / 0 °C

2: 88 percent / Pd(PPh₃)4; 10 percent aq. TlOH / tetrahydrofuran / 1 h / 25 °C

3: 98 percent / MnO₂ / CH₂Cl₂ / 2 h / 25 °C

With manganese(IV) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; TlOH; triphenylphosphine; In tetrahydrofuran; dichloromethane; 1: Condensation / 2: Suzuki coupling / 3: Oxidation;
DOI:10.1016/S0040-4020(99)00861-3

Reference yield:

: 253681-50-4
tert-butyldiphenylsilyl 3,3-dibromoprop-2-en-1-yl ether

: 253681-48-0
(2E,4E,6Z)-6-bromo-8-[(tert-butyldiphenylsilyl)oxy]-2-methylocta-2,4,6-trienal

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / Pd(PPh₃)4; 10 percent aq. TlOH / tetrahydrofuran / 1 h / 25 °C

2: 98 percent / MnO₂ / CH₂Cl₂ / 2 h / 25 °C

With manganese(IV) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; TlOH; In tetrahydrofuran; dichloromethane; 1: Suzuki coupling / 2: Oxidation;
DOI:10.1016/S0040-4020(99)00861-3