3-(6-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydroisoquinolin-2(1H)-yl)propanoic acid

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Chemical Name:3-(6-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydroisoquinolin-2(1H)-yl)propanoic acid
CAS No.:1165924-28-6
Molecular Formula:C₂₅H₂₆N₄O₄
Molecular Weight:446.506
Hs Code.:

Synonyms:3-(6-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydroisoquinolin-2(1H)-yl)propanoic acid

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Chemical Property of 3-(6-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydroisoquinolin-2(1H)-yl)propanoic acid

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Technology Process of 3-(6-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydroisoquinolin-2(1H)-yl)propanoic acid

There total 12 articles about 3-(6-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydroisoquinolin-2(1H)-yl)propanoic 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: 88.0%

: 1165923-54-5
sodium 3-[6-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]propanoate

: 1165924-28-6
3-(6-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydroisoquinolin-2(1H)-yl)propanoic acid

Guidance literature:: With acetic acid; In methanol; for 1.5h; Large scale;
DOI:10.1021/op400162p

Reference yield:

: 1165923-92-1
1,1-dimethylethyl 6-cyano-5-methyl-3,4-dihydro-2(1H)-isoquinolinecarboxylate

: 1165924-28-6
3-(6-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydroisoquinolin-2(1H)-yl)propanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: hydroxylamine / ethanol / 22 h / 80 °C / Large scale

2: pyridine / toluene / 40 - 100 °C / Large scale

3: water; hydrogenchloride / ethanol / 10 h / 70 °C / Large scale

4: sodium hydroxide / water; ethanol / 5 h / 70 °C / pH 7 - 8 / Large scale

5: water; sodium hydroxide / 0.5 h / 70 °C / Large scale

6: acetic acid / methanol / 1.5 h / Large scale

With pyridine; hydrogenchloride; water; hydroxylamine; acetic acid; sodium hydroxide; In methanol; ethanol; water; toluene;
DOI:10.1021/op400162p

Reference yield:

: C₂₁H₃₅NO₃Si

: 1165924-28-6
3-(6-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydroisoquinolin-2(1H)-yl)propanoic acid

Guidance literature:: Multi-step reaction with 9 steps

1: tetrabutyl ammonium fluoride / toluene; 2-methyltetrahydrofuran; tetrahydrofuran; water / 1 h / Large scale

2: pyridine / 1.5 h / 0 - 15 °C / Large scale

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 5 h / 120 °C / Large scale

4: hydroxylamine / ethanol / 22 h / 80 °C / Large scale

5: pyridine / toluene / 40 - 100 °C / Large scale

6: water; hydrogenchloride / ethanol / 10 h / 70 °C / Large scale

7: sodium hydroxide / water; ethanol / 5 h / 70 °C / pH 7 - 8 / Large scale

8: water; sodium hydroxide / 0.5 h / 70 °C / Large scale

9: acetic acid / methanol / 1.5 h / Large scale

With pyridine; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; water; hydroxylamine; acetic acid; sodium hydroxide; In tetrahydrofuran; 2-methyltetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/op400162p