ethyl (2E,4E,6E,8E)-9-<2-(acetoxymethyl)-6,6-dimethyl-1-cyclohexen-1-yl>-3,7-dimethyl-2,4,6,8-nonatetraenoate

Base Information

Chemical Name:ethyl (2E,4E,6E,8E)-9-<2-(acetoxymethyl)-6,6-dimethyl-1-cyclohexen-1-yl>-3,7-dimethyl-2,4,6,8-nonatetraenoate
CAS No.:81176-71-8
Molecular Formula:C₂₄H₃₄O₄
Molecular Weight:386.532
Hs Code.:

Synonyms:ethyl (2E,4E,6E,8E)-9-<2-(acetoxymethyl)-6,6-dimethyl-1-cyclohexen-1-yl>-3,7-dimethyl-2,4,6,8-nonatetraenoate

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Chemical Property of ethyl (2E,4E,6E,8E)-9-<2-(acetoxymethyl)-6,6-dimethyl-1-cyclohexen-1-yl>-3,7-dimethyl-2,4,6,8-nonatetraenoate

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Technology Process of ethyl (2E,4E,6E,8E)-9-<2-(acetoxymethyl)-6,6-dimethyl-1-cyclohexen-1-yl>-3,7-dimethyl-2,4,6,8-nonatetraenoate

There total 11 articles about ethyl (2E,4E,6E,8E)-9-<2-(acetoxymethyl)-6,6-dimethyl-1-cyclohexen-1-yl>-3,7-dimethyl-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: 81.0%

: 62054-49-3
ethyl (E)-3-formyl-2-butenoate

: 81121-47-3
[(2E,4E)-5-(2-Acetoxymethyl-6,6-dimethyl-cyclohex-1-enyl)-3-methyl-penta-2,4-dienyl]-triphenyl-phosphonium; bromide

: 81121-49-5,81176-72-9
(2E,4E,6E,8E)-9-(2-Hydroxymethyl-6,6-dimethyl-cyclohex-1-enyl)-3,7-dimethyl-nona-2,4,6,8-tetraenoic acid ethyl ester

: 81121-48-4
(2E,4Z,6E,8E)-9-(2-Acetoxymethyl-6,6-dimethyl-cyclohex-1-enyl)-3,7-dimethyl-nona-2,4,6,8-tetraenoic acid ethyl ester

: 81176-71-8
ethyl (2E,4E,6E,8E)-9-<2-(acetoxymethyl)-6,6-dimethyl-1-cyclohexen-1-yl>-3,7-dimethyl-2,4,6,8-nonatetraenoate

Guidance literature:: With sodium methylate; In methanol; dichloromethane; at 0 - 5 ℃; for 0.166667h;
DOI:10.1021/jo00348a043

Reference yield:

: 65519-73-5
6-isopropoxymethylene-2,2-dimethyl-cyclohexanone

: 81176-71-8
ethyl (2E,4E,6E,8E)-9-<2-(acetoxymethyl)-6,6-dimethyl-1-cyclohexen-1-yl>-3,7-dimethyl-2,4,6,8-nonatetraenoate

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) n-butyllithium / 1.) THF, hexane, -65 - 0 deg C, 2.) -65 deg C up to room temp., 1 h

2: 1 N H₂SO₄ / acetone / 0.5 h

3: LiAlH₄ / diethyl ether / 3 h / Ambient temperature

4: pyridine / diethyl ether / 2 h / Ambient temperature

5: 99 percent / CH₂Cl₂ / 1 h / Ambient temperature

6: sodium methoxide / CH₂Cl₂; methanol / 0.17 h / 0 - 5 °C

7: triethylamine / bis(benzonitrile)palladium dichloride / acetonitrile / 1 h / Ambient temperature

With pyridine; lithium aluminium tetrahydride; n-butyllithium; sulfuric acid; sodium methylate; triethylamine; bis(benzonitrile)palladium(II) dichloride; In methanol; diethyl ether; dichloromethane; acetone; acetonitrile;
DOI:10.1021/jo00348a043

Reference yield:

: 76337-17-2
2-formyl-6,6-dimethylcyclohexanone

: 81176-71-8
ethyl (2E,4E,6E,8E)-9-<2-(acetoxymethyl)-6,6-dimethyl-1-cyclohexen-1-yl>-3,7-dimethyl-2,4,6,8-nonatetraenoate

Guidance literature:: Multi-step reaction with 8 steps

1: 90 percent / potassium carbonate / acetone / 6 h / Heating

2: 1.) n-butyllithium / 1.) THF, hexane, -65 - 0 deg C, 2.) -65 deg C up to room temp., 1 h

3: 1 N H₂SO₄ / acetone / 0.5 h

4: LiAlH₄ / diethyl ether / 3 h / Ambient temperature

5: pyridine / diethyl ether / 2 h / Ambient temperature

6: 99 percent / CH₂Cl₂ / 1 h / Ambient temperature

7: sodium methoxide / CH₂Cl₂; methanol / 0.17 h / 0 - 5 °C

8: triethylamine / bis(benzonitrile)palladium dichloride / acetonitrile / 1 h / Ambient temperature

With pyridine; lithium aluminium tetrahydride; n-butyllithium; sulfuric acid; sodium methylate; potassium carbonate; triethylamine; bis(benzonitrile)palladium(II) dichloride; In methanol; diethyl ether; dichloromethane; acetone; acetonitrile;
DOI:10.1021/jo00348a043