1,1-dimethylethyl 5-methyl-6-(5-{4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-3,4-dihydro-2(1H)-isoquinolinecarboxylate

Base Information

Chemical Name:1,1-dimethylethyl 5-methyl-6-(5-{4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-3,4-dihydro-2(1H)-isoquinolinecarboxylate
CAS No.:1286750-84-2
Molecular Formula:C₂₆H₃₁N₃O₄
Molecular Weight:449.55
Hs Code.:

Synonyms:1,1-dimethylethyl 5-methyl-6-(5-{4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-3,4-dihydro-2(1H)-isoquinolinecarboxylate

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Chemical Property of 1,1-dimethylethyl 5-methyl-6-(5-{4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-3,4-dihydro-2(1H)-isoquinolinecarboxylate

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Technology Process of 1,1-dimethylethyl 5-methyl-6-(5-{4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-3,4-dihydro-2(1H)-isoquinolinecarboxylate

There total 10 articles about 1,1-dimethylethyl 5-methyl-6-(5-{4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-3,4-dihydro-2(1H)-isoquinolinecarboxylate 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: 41.0%

: 1165923-94-3
1,1-dimethylethyl 6-[(hydroxyamino)(imino)methyl]-5-methyl-3,4-dihydro-2(1H)-isoquinolinecarboxylate

: 36823-82-2
4-isopropoxybenzoyl chloride

: 1286750-84-2
1,1-dimethylethyl 5-methyl-6-(5-{4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-3,4-dihydro-2(1H)-isoquinolinecarboxylate

Guidance literature:: With pyridine; In toluene; at 20 - 110 ℃; for 12h; Inert atmosphere;
DOI:10.1021/ml2000214

Reference yield:

: 1165923-89-6
1,1-dimethylethyl 6-hydroxy-5-methyl-3,4-dihydro-2(1H)-isoquinolinecarboxylate

: 1286750-84-2
1,1-dimethylethyl 5-methyl-6-(5-{4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-3,4-dihydro-2(1H)-isoquinolinecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / dichloromethane / -30 - 20 °C / Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 6 h / 100 °C / Inert atmosphere

3: hydroxylamine hydrochloride; sodium hydrogencarbonate / ethanol / 28.5 h / Reflux

4: pyridine / toluene / 12 h / 20 - 110 °C / Inert atmosphere

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydroxylamine hydrochloride; sodium hydrogencarbonate; In ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ml2000214

Reference yield:

: C₁₈H₃₁NO₃Si

: 1286750-84-2
1,1-dimethylethyl 5-methyl-6-(5-{4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-3,4-dihydro-2(1H)-isoquinolinecarboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: palladium diacetate / acetonitrile / 35 °C

2: tetrabutyl ammonium fluoride / tetrahydrofuran; ethyl acetate / 0.5 h

3: pyridine / dichloromethane / -30 - 20 °C / Inert atmosphere

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 6 h / 100 °C / Inert atmosphere

5: hydroxylamine hydrochloride; sodium hydrogencarbonate / ethanol / 28.5 h / Reflux

6: pyridine / toluene / 12 h / 20 - 110 °C / Inert atmosphere

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; palladium diacetate; sodium hydrogencarbonate; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/ml2000214