Ethyl (2E,4E,6Z,8E)-3,7-dimethyl-9-(2,3-<2H>2-2,6,6-trimethylcyclohex-1-en-1-yl)nonatetraenoate

Base Information

Chemical Name:Ethyl (2E,4E,6Z,8E)-3,7-dimethyl-9-(2,3-<2H>2-2,6,6-trimethylcyclohex-1-en-1-yl)nonatetraenoate
CAS No.:162376-88-7
Molecular Formula:C₂₂H₃₂O₂
Molecular Weight:330.479
Hs Code.:

Synonyms:Ethyl (2E,4E,6Z,8E)-3,7-dimethyl-9-(2,3-<2H>2-2,6,6-trimethylcyclohex-1-en-1-yl)nonatetraenoate

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Chemical Property of Ethyl (2E,4E,6Z,8E)-3,7-dimethyl-9-(2,3-<2H>2-2,6,6-trimethylcyclohex-1-en-1-yl)nonatetraenoate

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Technology Process of Ethyl (2E,4E,6Z,8E)-3,7-dimethyl-9-(2,3-<2H>2-2,6,6-trimethylcyclohex-1-en-1-yl)nonatetraenoate

There total 5 articles about Ethyl (2E,4E,6Z,8E)-3,7-dimethyl-9-(2,3-<2H>2-2,6,6-trimethylcyclohex-1-en-1-yl)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:

: 162376-87-6
Ethyl (2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexa-1,4-dien-1-yl)nonatetraenoate

: 162376-88-7
Ethyl (2E,4E,6Z,8E)-3,7-dimethyl-9-(2,3-<2H>2-2,6,6-trimethylcyclohex-1-en-1-yl)nonatetraenoate

Guidance literature:: With deuterium; Rh(PPh₃)Cl; In benzene; at 25 ℃; Yield given;
DOI:10.1021/jo00110a023

Reference yield:

: 162376-82-1
2,6,6-Trimethyl-1,4-cyclohexadiene-1-carboxaldehyde

: 162376-88-7
Ethyl (2E,4E,6Z,8E)-3,7-dimethyl-9-(2,3-<2H>2-2,6,6-trimethylcyclohex-1-en-1-yl)nonatetraenoate

Guidance literature:: Multi-step reaction with 5 steps

1: 44 percent / LDA / tetrahydrofuran; hexane / 1.) -78 deg C, 30 min, 2.) -78 to 0 deg C

2: 98 percent / DIBAL / tetrahydrofuran / -78 °C

3: 10percent aq. HCl / 1,2-dichloro-ethane

4: 78 percent / DMPU, n-BuLi / tetrahydrofuran; hexane / 1.) 0 deg C, 20 min, 2.) -78 deg C, 60 min; -78 to 0 deg C

5: <2>H₂ / Rh(PPh₃)Cl / benzene / 25 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; diisobutylaluminium hydride; deuterium; lithium diisopropyl amide; hydrogenchloride; In tetrahydrofuran; hexane; 1,2-dichloro-ethane; benzene;
DOI:10.1021/jo00110a023

Reference yield:

: 162376-86-5
(2Z,4E)-3-Methyl-5-(2,6,6-trimethylcyclohexa-1,4-dien-1-yl)penta-2,4-diene-1-al

: 162376-88-7
Ethyl (2E,4E,6Z,8E)-3,7-dimethyl-9-(2,3-<2H>2-2,6,6-trimethylcyclohex-1-en-1-yl)nonatetraenoate

Guidance literature:: Multi-step reaction with 2 steps

1: 78 percent / DMPU, n-BuLi / tetrahydrofuran; hexane / 1.) 0 deg C, 20 min, 2.) -78 deg C, 60 min; -78 to 0 deg C

2: <2>H₂ / Rh(PPh₃)Cl / benzene / 25 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; deuterium; Rh(PPh₃)Cl; In tetrahydrofuran; hexane; benzene;
DOI:10.1021/jo00110a023