ethyl (2E,4E,6Z,8E)-3-methyl-9-(2,6,6-trimethylcyclohexen-1-yl)-7-propylnona-2,4,6,8-tetraenoates

Base Information

Chemical Name:ethyl (2E,4E,6Z,8E)-3-methyl-9-(2,6,6-trimethylcyclohexen-1-yl)-7-propylnona-2,4,6,8-tetraenoates
CAS No.:303780-15-6
Molecular Formula:C₂₄H₃₆O₂
Molecular Weight:356.549
Hs Code.:

Synonyms:ethyl (2E,4E,6Z,8E)-3-methyl-9-(2,6,6-trimethylcyclohexen-1-yl)-7-propylnona-2,4,6,8-tetraenoates

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Chemical Property of ethyl (2E,4E,6Z,8E)-3-methyl-9-(2,6,6-trimethylcyclohexen-1-yl)-7-propylnona-2,4,6,8-tetraenoates

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Technology Process of ethyl (2E,4E,6Z,8E)-3-methyl-9-(2,6,6-trimethylcyclohexen-1-yl)-7-propylnona-2,4,6,8-tetraenoates

There total 4 articles about ethyl (2E,4E,6Z,8E)-3-methyl-9-(2,6,6-trimethylcyclohexen-1-yl)-7-propylnona-2,4,6,8-tetraenoates 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: 53.0%

: 39760-56-0,3917-43-9,41891-54-7
triethyl 3-methyl-4-phosphonocrotonate

: 303780-13-4
(2Z)-3-propyl-5-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4-pentadienal

: ethyl (2Z,4E,6Z,8E)-3-methyl-9-(2,6,6-trimethylcyclohexen-1-yl)-7-propylnona-2,4,6,8-tetraenoates

: 303780-15-6
ethyl (2E,4E,6Z,8E)-3-methyl-9-(2,6,6-trimethylcyclohexen-1-yl)-7-propylnona-2,4,6,8-tetraenoates

Guidance literature:: triethyl 3-methyl-4-phosphonocrotonate; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.5h;

(2Z)-3-propyl-5-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4-pentadienal; In tetrahydrofuran; hexane; for 5h;
DOI:10.1248/cpb.48.1391

Reference yield:

: 472-66-2
(2,6,6-trimethyl-1-cyclohexen-1-yl)acetaldehyde

: 303780-15-6
ethyl (2E,4E,6Z,8E)-3-methyl-9-(2,6,6-trimethylcyclohexen-1-yl)-7-propylnona-2,4,6,8-tetraenoates

Guidance literature:: Multi-step reaction with 4 steps

1.1: tert-BuOK / tetrahydrofuran / 0.25 h / 0 °C

1.2: 58 percent / tetrahydrofuran / 0.5 h / 20 °C

2.1: 87 percent / Pd(PPh₃)4 / dimethylformamide / 2 h / 20 °C

3.1: 75 percent / N-methylmorpholine N-oxide; tetra-n-propylammonium perruthenate / CH₂Cl₂ / 20 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C

4.2: 53 percent / tetrahydrofuran; hexane / 5 h

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; tetrapropylammonium perruthennate; potassium tert-butylate; 4-methylmorpholine N-oxide; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 4.2: Horner-Emmons reaction;
DOI:10.1248/cpb.48.1391

Reference yield:

: 303779-99-9
(E)-2-(2,6,6-trimethylcyclohexen-1-yl)-ethenyl (trifluoromethyl)sulfonate

: 303780-15-6
ethyl (2E,4E,6Z,8E)-3-methyl-9-(2,6,6-trimethylcyclohexen-1-yl)-7-propylnona-2,4,6,8-tetraenoates

Guidance literature:: Multi-step reaction with 3 steps

1.1: 87 percent / Pd(PPh₃)4 / dimethylformamide / 2 h / 20 °C

2.1: 75 percent / N-methylmorpholine N-oxide; tetra-n-propylammonium perruthenate / CH₂Cl₂ / 20 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C

3.2: 53 percent / tetrahydrofuran; hexane / 5 h

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 3.2: Horner-Emmons reaction;
DOI:10.1248/cpb.48.1391