(+)-(2E,4E,6Z,8E)-3,7-dimethyl-9-[(3R,6S)-6-isopropyl-3-methylcyclohex-1-en-1-yl]nona-2,4,6,8-tetraenoic acid

Base Information

Chemical Name:(+)-(2E,4E,6Z,8E)-3,7-dimethyl-9-[(3R,6S)-6-isopropyl-3-methylcyclohex-1-en-1-yl]nona-2,4,6,8-tetraenoic acid
CAS No.:1093863-44-5
Molecular Formula:C₂₁H₃₀O₂
Molecular Weight:314.468
Hs Code.:

Synonyms:(+)-(2E,4E,6Z,8E)-3,7-dimethyl-9-[(3R,6S)-6-isopropyl-3-methylcyclohex-1-en-1-yl]nona-2,4,6,8-tetraenoic acid

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Chemical Property of (+)-(2E,4E,6Z,8E)-3,7-dimethyl-9-[(3R,6S)-6-isopropyl-3-methylcyclohex-1-en-1-yl]nona-2,4,6,8-tetraenoic acid

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Technology Process of (+)-(2E,4E,6Z,8E)-3,7-dimethyl-9-[(3R,6S)-6-isopropyl-3-methylcyclohex-1-en-1-yl]nona-2,4,6,8-tetraenoic acid

There total 3 articles about (+)-(2E,4E,6Z,8E)-3,7-dimethyl-9-[(3R,6S)-6-isopropyl-3-methylcyclohex-1-en-1-yl]nona-2,4,6,8-tetraenoic acid 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: 92.0%

: 1093863-59-2
ethyl (+)-(2E,4E,6Z,8E)-3,7-dimethyl-9-[(3R,6S)-6-isopropyl-3-methylcyclohex-1-en-1-yl]nona-2,4,6,8-tetraenoate

: 1093863-44-5
(+)-(2E,4E,6Z,8E)-3,7-dimethyl-9-[(3R,6S)-6-isopropyl-3-methylcyclohex-1-en-1-yl]nona-2,4,6,8-tetraenoic acid

Guidance literature:: ethyl (+)-(2E,4E,6Z,8E)-3,7-dimethyl-9-[(3R,6S)-6-isopropyl-3-methylcyclohex-1-en-1-yl]nona-2,4,6,8-tetraenoate; With potassium hydroxide; water; In ethanol; for 0.5h; Reflux;

With hydrogenchloride; water; In ethanol;
DOI:10.1016/j.bmc.2008.09.069

Reference yield:

: 10458-14-7,14073-97-3,17627-49-5,7786-64-3
(2R,5S)-menthone

: 1093863-44-5
(+)-(2E,4E,6Z,8E)-3,7-dimethyl-9-[(3R,6S)-6-isopropyl-3-methylcyclohex-1-en-1-yl]nona-2,4,6,8-tetraenoic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium; diisopropylamine / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; triphenyl-arsane; cesium fluoride / N,N-dimethyl-formamide / 45 °C / Inert atmosphere

3.1: potassium hydroxide / ethanol; water / 50 °C

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; n-butyllithium; triphenyl-arsane; diisopropylamine; cesium fluoride; potassium hydroxide; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; 2.1: Stille coupling;
DOI:10.1016/j.bmc.2011.03.033

Reference yield:

: 125950-36-9
1-(((trifluoromethyl)sulfonyl)oxy)-3(R)-methyl-6(S)-isopropylcyclohexene

: 1093863-44-5
(+)-(2E,4E,6Z,8E)-3,7-dimethyl-9-[(3R,6S)-6-isopropyl-3-methylcyclohex-1-en-1-yl]nona-2,4,6,8-tetraenoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; triphenyl-arsane; cesium fluoride / N,N-dimethyl-formamide / 45 °C / Inert atmosphere

2: potassium hydroxide / ethanol; water / 50 °C

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; triphenyl-arsane; cesium fluoride; potassium hydroxide; In ethanol; water; N,N-dimethyl-formamide; 1: Stille coupling;
DOI:10.1016/j.bmc.2011.03.033