(3R,5S)-6,10-Dimethyl-3-isopropenyl-14-oxo-5-(tert-butyldiphenylsiloxyl)-(6E,10E)-pentadecadien-1-al

Base Information

Chemical Name:(3R,5S)-6,10-Dimethyl-3-isopropenyl-14-oxo-5-(tert-butyldiphenylsiloxyl)-(6E,10E)-pentadecadien-1-al
CAS No.:340255-26-7
Molecular Formula:C₃₆H₅₀O₃Si
Molecular Weight:558.877
Hs Code.:

Synonyms:(3R,5S)-6,10-Dimethyl-3-isopropenyl-14-oxo-5-(tert-butyldiphenylsiloxyl)-(6E,10E)-pentadecadien-1-al

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Chemical Property of (3R,5S)-6,10-Dimethyl-3-isopropenyl-14-oxo-5-(tert-butyldiphenylsiloxyl)-(6E,10E)-pentadecadien-1-al

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Technology Process of (3R,5S)-6,10-Dimethyl-3-isopropenyl-14-oxo-5-(tert-butyldiphenylsiloxyl)-(6E,10E)-pentadecadien-1-al

There total 14 articles about (3R,5S)-6,10-Dimethyl-3-isopropenyl-14-oxo-5-(tert-butyldiphenylsiloxyl)-(6E,10E)-pentadecadien-1-al 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: 89.0%

: 340255-27-8
2-Methyl-2-[(9S,11R)-11-isopropenyl-13,13-dimethoxy-4,8-dimethyl-9-(tert-butyldiphenylsiloxyl)-(3E,7E)-tridecadienyl]-1,3-dioxolane

: 340255-26-7
(3R,5S)-6,10-Dimethyl-3-isopropenyl-14-oxo-5-(tert-butyldiphenylsiloxyl)-(6E,10E)-pentadecadien-1-al

Guidance literature:: With toluene-4-sulfonic acid; In acetone; at 40 ℃; for 4h;
DOI:10.1016/S0040-4039(00)01873-6

Reference yield:

: 110-93-0,129085-68-3
6-Methyl-hept-5-en-2-on

: 340255-26-7
(3R,5S)-6,10-Dimethyl-3-isopropenyl-14-oxo-5-(tert-butyldiphenylsiloxyl)-(6E,10E)-pentadecadien-1-al

Guidance literature:: Multi-step reaction with 6 steps

1.1: 60 percent / SeO₂; t-BuOOH / CH₂Cl₂ / 3 h / 23 °C

2.1: 92 percent / oxalic acid / benzene / 6 h / Heating

3.1: 80 percent / Ph₃P; NCS / tetrahydrofuran / 12 h / 23 °C

4.1: 76 percent / NaHCO₃ / toluene / 24 h

5.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

5.2: tetrahydrofuran; hexane / 4.5 h / -78 - 23 °C

5.3: 618 mg / Na(Hg); Na₂HPO₄ / methanol / 6 h / 23 °C

6.1: 89 percent / p-TsOH / acetone / 4 h / 40 °C

With tert.-butylhydroperoxide; N-chloro-succinimide; n-butyllithium; selenium(IV) oxide; oxalic acid; sodium hydrogencarbonate; toluene-4-sulfonic acid; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; acetone; toluene; benzene;

Reference yield:

: 71846-54-3
(E)-7-hydroxy-6-methylhept-5-en-2-one

: 340255-26-7
(3R,5S)-6,10-Dimethyl-3-isopropenyl-14-oxo-5-(tert-butyldiphenylsiloxyl)-(6E,10E)-pentadecadien-1-al

Guidance literature:: Multi-step reaction with 5 steps

1.1: 92 percent / oxalic acid / benzene / 6 h / Heating

2.1: 80 percent / Ph₃P; NCS / tetrahydrofuran / 12 h / 23 °C

3.1: 76 percent / NaHCO₃ / toluene / 24 h

4.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

4.2: tetrahydrofuran; hexane / 4.5 h / -78 - 23 °C

4.3: 618 mg / Na(Hg); Na₂HPO₄ / methanol / 6 h / 23 °C

5.1: 89 percent / p-TsOH / acetone / 4 h / 40 °C

With N-chloro-succinimide; n-butyllithium; oxalic acid; sodium hydrogencarbonate; toluene-4-sulfonic acid; triphenylphosphine; In tetrahydrofuran; hexane; acetone; toluene; benzene;