(E)-3-(2-Methoxy-3,5-dimethyl-1,4-benzoquinon-6-yl)-2-[5-(pyridin-3-yl)pentyl]-2-propenoic acid

Base Information

Chemical Name:(E)-3-(2-Methoxy-3,5-dimethyl-1,4-benzoquinon-6-yl)-2-[5-(pyridin-3-yl)pentyl]-2-propenoic acid
CAS No.:144563-00-8
Molecular Formula:C₂₂H₂₅NO₅
Molecular Weight:383.444
Hs Code.:

Synonyms:(E)-3-(2-Methoxy-3,5-dimethyl-1,4-benzoquinon-6-yl)-2-[5-(pyridin-3-yl)pentyl]-2-propenoic acid

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Chemical Property of (E)-3-(2-Methoxy-3,5-dimethyl-1,4-benzoquinon-6-yl)-2-[5-(pyridin-3-yl)pentyl]-2-propenoic acid

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Technology Process of (E)-3-(2-Methoxy-3,5-dimethyl-1,4-benzoquinon-6-yl)-2-[5-(pyridin-3-yl)pentyl]-2-propenoic acid

There total 10 articles about (E)-3-(2-Methoxy-3,5-dimethyl-1,4-benzoquinon-6-yl)-2-[5-(pyridin-3-yl)pentyl]-2-propenoic 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: 33.0%

: 144562-81-2
(E)-3-(2,3,5-Trimethoxy-4,6-dimethylphenyl)-2-[5-(pyridin-3-yl)pentyl]-2-propenoic acid

: 144563-00-8
(E)-3-(2-Methoxy-3,5-dimethyl-1,4-benzoquinon-6-yl)-2-[5-(pyridin-3-yl)pentyl]-2-propenoic acid

Guidance literature:: With ammonium cerium(IV) nitrate; In water; acetonitrile; for 0.5h;
DOI:10.1021/jm950725r

Reference yield:

: 31404-86-1
2,4-dimethyl-3,6-dimethoxybenzaldehyde

: 144563-00-8
(E)-3-(2-Methoxy-3,5-dimethyl-1,4-benzoquinon-6-yl)-2-[5-(pyridin-3-yl)pentyl]-2-propenoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) m-CPBA, 2.) sodium methoxide / 1.) CH₂Cl₂, reflux, 30 min, 2.) methanol, RT, 30 min

2: 1.) NaH / 1.) DMF, 15 min, 2.) DMF, RT, 3 h

3: 1.) TiCl₄ / 1.) CH₂Cl₂, 0 deg C, 15 min, 2.) CH₂Cl₂, RT, 2.5 h

4: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, 50 deg C, overnight

5: NaOH / ethanol; H₂O / 1 h / Heating

6: 33 percent / cerium(IV) ammonium nitrate / H₂O; acetonitrile / 0.5 h

With sodium hydroxide; ammonium cerium(IV) nitrate; sodium methylate; titanium tetrachloride; sodium hydride; 3-chloro-benzenecarboperoxoic acid; In ethanol; water; acetonitrile;
DOI:10.1021/jm950725r

Reference yield:

: 92421-42-6
1,3-dimethyl-2,4,5-trimethoxybenzene

: 144563-00-8
(E)-3-(2-Methoxy-3,5-dimethyl-1,4-benzoquinon-6-yl)-2-[5-(pyridin-3-yl)pentyl]-2-propenoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) TiCl₄ / 1.) CH₂Cl₂, 0 deg C, 15 min, 2.) CH₂Cl₂, RT, 2.5 h

2: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, 50 deg C, overnight

3: NaOH / ethanol; H₂O / 1 h / Heating

4: 33 percent / cerium(IV) ammonium nitrate / H₂O; acetonitrile / 0.5 h

With sodium hydroxide; ammonium cerium(IV) nitrate; titanium tetrachloride; sodium hydride; In ethanol; water; acetonitrile;
DOI:10.1021/jm950725r