ethyl (2E,4E,6Z,8E)-3-ethyl-7-methyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoate

Base Information

Chemical Name:ethyl (2E,4E,6Z,8E)-3-ethyl-7-methyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoate
CAS No.:353744-06-6
Molecular Formula:C₂₃H₃₄O₂
Molecular Weight:342.522
Hs Code.:

Synonyms:ethyl (2E,4E,6Z,8E)-3-ethyl-7-methyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoate

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Chemical Property of ethyl (2E,4E,6Z,8E)-3-ethyl-7-methyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoate

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Technology Process of ethyl (2E,4E,6Z,8E)-3-ethyl-7-methyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoate

There total 5 articles about ethyl (2E,4E,6Z,8E)-3-ethyl-7-methyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoate 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: 45.0%

: 25576-26-5
(3Z,5E)-4-methyl-6-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3,5-hexadien-1-yne

: 353744-10-2
ethyl (E)-3-(trifluoromethylsulfonyloxy)pent-2-enoate

: 353744-06-6
ethyl (2E,4E,6Z,8E)-3-ethyl-7-methyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoate

Guidance literature:: (3Z,5E)-4-methyl-6-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3,5-hexadien-1-yne; With nBu₃Sn(nBu)Cu(CN)Li₂; In tetrahydrofuran; at -78 ℃;

ethyl (E)-3-(trifluoromethylsulfonyloxy)pent-2-enoate; With triphenyl-arsane; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1055/s-2001-14908

Reference yield:

: (1E,3Z,5E)-1-tributylstannyl-4-methyl-6-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,3,5-hexatriene

: 353744-10-2
ethyl (E)-3-(trifluoromethylsulfonyloxy)pent-2-enoate

: 353744-06-6
ethyl (2E,4E,6Z,8E)-3-ethyl-7-methyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoate

Guidance literature:: With triphenyl-arsane; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 0.5h;
DOI:10.1016/j.bmc.2004.04.047

Reference yield:

: 54226-17-4
(2Z,4E)-3-methyl-5-[2,6,6-trimethylcyclohex-1-enyl]penta-2,4-dienal

: 353744-06-6
ethyl (2E,4E,6Z,8E)-3-ethyl-7-methyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaN(TMS)2

2.1: Bu₃SnCu(Bu)CNLi₂ / tetrahydrofuran / -78 °C

2.2: 45 percent / Ph₃As / Pd₂(dba)3 / tetrahydrofuran; dimethylformamide / 20 °C

With nBu₃Sn(nBu)Cu(CN)Li₂; sodium hexamethyldisilazane; In tetrahydrofuran; 1.1: Wittig reaction / 3.2: Stille reaction;
DOI:10.1055/s-2001-14908