rac-(2E,4E,6E,8E)-3,7-dimethyl-9-(6-carboxy-2,6-dimethyl-3-oxo-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid

Base Information

Chemical Name:rac-(2E,4E,6E,8E)-3,7-dimethyl-9-(6-carboxy-2,6-dimethyl-3-oxo-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid
CAS No.:99665-36-8
Molecular Formula:C₂₀H₂₄O₅
Molecular Weight:344.408
Hs Code.:

Synonyms:rac-(2E,4E,6E,8E)-3,7-dimethyl-9-(6-carboxy-2,6-dimethyl-3-oxo-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid

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Chemical Property of rac-(2E,4E,6E,8E)-3,7-dimethyl-9-(6-carboxy-2,6-dimethyl-3-oxo-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid

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Technology Process of rac-(2E,4E,6E,8E)-3,7-dimethyl-9-(6-carboxy-2,6-dimethyl-3-oxo-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid

There total 5 articles about rac-(2E,4E,6E,8E)-3,7-dimethyl-9-(6-carboxy-2,6-dimethyl-3-oxo-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic 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: 82.0%

: 81121-32-6
methyl rac-(2E,4E,6E,8E)-3,7-dimethyl-9-<2,6-dimethyl-6-(methoxycarbonyl)-3-oxo-1-cyclohexen-1-yl>-2,4,6,8-nonatetraenoate

: 99665-36-8
rac-(2E,4E,6E,8E)-3,7-dimethyl-9-(6-carboxy-2,6-dimethyl-3-oxo-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid

Guidance literature:: With sodium hydroxide; In methanol; for 3.5h; Ambient temperature;
DOI:10.1021/jo00348a042

Reference yield:

: 609-14-3
2-acetylpropanoic acid ethyl ester

: 99665-36-8
rac-(2E,4E,6E,8E)-3,7-dimethyl-9-(6-carboxy-2,6-dimethyl-3-oxo-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) a) NaH, b) n-BuLi / 1.) a) THF, 0 deg C, 1.5 h, b) hexane, 0 deg C, 1.25 h, 2.) -70 deg C, 1 h

2: 54 percent / methanesulfonic acid / acetic acid / 5.5 h / Ambient temperature

3: 1.) sodium methoxide / 2.) room temp., 16 h

4: 82 percent / aq. NaOH / methanol / 3.5 h / Ambient temperature

With sodium hydroxide; n-butyllithium; methanesulfonic acid; sodium methylate; sodium hydride; In methanol; acetic acid;
DOI:10.1021/jo00348a042

Reference yield:

: 63826-41-5
2E,4E,6E-2,6-Dimethyl-7-ethoxycarbonyl-2,4,6-heptatrienal

: 99665-36-8
rac-(2E,4E,6E,8E)-3,7-dimethyl-9-(6-carboxy-2,6-dimethyl-3-oxo-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) a) NaH, b) n-BuLi / 1.) a) THF, 0 deg C, 1.5 h, b) hexane, 0 deg C, 1.25 h, 2.) -70 deg C, 1 h

2: 54 percent / methanesulfonic acid / acetic acid / 5.5 h / Ambient temperature

3: 1.) sodium methoxide / 2.) room temp., 16 h

4: 82 percent / aq. NaOH / methanol / 3.5 h / Ambient temperature

With sodium hydroxide; n-butyllithium; methanesulfonic acid; sodium methylate; sodium hydride; In methanol; acetic acid;
DOI:10.1021/jo00348a042