3-[4-(3,4-Dimethoxy-phenyl)-5-(4-methoxy-phenyl)-pyridin-2-yl]-propionic acid

Base Information

Chemical Name:3-[4-(3,4-Dimethoxy-phenyl)-5-(4-methoxy-phenyl)-pyridin-2-yl]-propionic acid
CAS No.:184221-10-1
Molecular Formula:C₂₃H₂₃NO₅
Molecular Weight:393.439
Hs Code.:

Synonyms:3-[4-(3,4-Dimethoxy-phenyl)-5-(4-methoxy-phenyl)-pyridin-2-yl]-propionic acid

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Chemical Property of 3-[4-(3,4-Dimethoxy-phenyl)-5-(4-methoxy-phenyl)-pyridin-2-yl]-propionic acid

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Technology Process of 3-[4-(3,4-Dimethoxy-phenyl)-5-(4-methoxy-phenyl)-pyridin-2-yl]-propionic acid

There total 13 articles about 3-[4-(3,4-Dimethoxy-phenyl)-5-(4-methoxy-phenyl)-pyridin-2-yl]-propionic 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: 96.0%

: 184221-09-8
3-[4-(3,4-Dimethoxy-phenyl)-5-(4-methoxy-phenyl)-pyridin-2-yl]-propionitrile

: 184221-10-1
3-[4-(3,4-Dimethoxy-phenyl)-5-(4-methoxy-phenyl)-pyridin-2-yl]-propionic acid

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; at 40 ℃; for 20h;
DOI:10.1021/ja962757p

Reference yield:

: 64304-83-2
trans-1-(4-methoxyphenyl)-2-methoxyethene

: 184221-10-1
3-[4-(3,4-Dimethoxy-phenyl)-5-(4-methoxy-phenyl)-pyridin-2-yl]-propionic acid

Guidance literature:: Multi-step reaction with 9 steps

1: 99 percent / Yb(fod)3 / 1,2-dichloro-ethane / 7 h / Heating

2: 99 percent / diisobutylaluminum hydride / CH₂Cl₂; toluene / 0.17 h / -78 °C

3: 85 percent / pyridine / CH₂Cl₂ / 0.5 h / Ambient temperature

4: 59 percent / NH₂OH*HCl / acetonitrile / 1.5 h / Heating

5: 94 percent / 1percent aq. NaOH / methanol / 1.5 h / Ambient temperature

6: 91 percent / SOCl₂, pyridine / benzene / 0.33 h / Heating

7: 77 percent / t-BuOK / tetrahydrofuran / 0.17 h / Heating

8: 74 percent / AcOH / dimethylformamide / 12 h / 140 °C

9: 96 percent / aq. HCl / dioxane / 20 h / 40 °C

With pyridine; hydrogenchloride; sodium hydroxide; thionyl chloride; tris(6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5-octanedionato)ytterbium; hydroxylamine hydrochloride; potassium tert-butylate; diisobutylaluminium hydride; acetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; acetonitrile; benzene;
DOI:10.1021/ja962757p

Reference yield:

: 120-14-9
3,4-dimethoxy-benzaldehyde

: 184221-10-1
3-[4-(3,4-Dimethoxy-phenyl)-5-(4-methoxy-phenyl)-pyridin-2-yl]-propionic acid

Guidance literature:: Multi-step reaction with 11 steps

1: 1.) t-BuOK / 1.) DME, 0 deg C, 30 min, 2.) DME, reflux

2: 76 percent / aq. CF₃COOH / CHCl₃ / 2 h / 0 °C

3: 99 percent / Yb(fod)3 / 1,2-dichloro-ethane / 7 h / Heating

4: 99 percent / diisobutylaluminum hydride / CH₂Cl₂; toluene / 0.17 h / -78 °C

5: 85 percent / pyridine / CH₂Cl₂ / 0.5 h / Ambient temperature

6: 59 percent / NH₂OH*HCl / acetonitrile / 1.5 h / Heating

7: 94 percent / 1percent aq. NaOH / methanol / 1.5 h / Ambient temperature

8: 91 percent / SOCl₂, pyridine / benzene / 0.33 h / Heating

9: 77 percent / t-BuOK / tetrahydrofuran / 0.17 h / Heating

10: 74 percent / AcOH / dimethylformamide / 12 h / 140 °C

11: 96 percent / aq. HCl / dioxane / 20 h / 40 °C

With pyridine; hydrogenchloride; sodium hydroxide; thionyl chloride; tris(6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5-octanedionato)ytterbium; hydroxylamine hydrochloride; potassium tert-butylate; diisobutylaluminium hydride; acetic acid; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; chloroform; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; acetonitrile; benzene;
DOI:10.1021/ja962757p