3-methyl-4-oxo-2-(1-phenylcarbonyloxypropyl)-4,6-dihydroindolizino[1,2-b]quinoline

Base Information

Chemical Name:3-methyl-4-oxo-2-(1-phenylcarbonyloxypropyl)-4,6-dihydroindolizino[1,2-b]quinoline
CAS No.:229176-20-9
Molecular Formula:C₂₆H₂₂N₂O₃
Molecular Weight:410.472
Hs Code.:

Synonyms:3-methyl-4-oxo-2-(1-phenylcarbonyloxypropyl)-4,6-dihydroindolizino[1,2-b]quinoline

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Chemical Property of 3-methyl-4-oxo-2-(1-phenylcarbonyloxypropyl)-4,6-dihydroindolizino[1,2-b]quinoline

Chemical Property:

Purity/Quality:

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Technology Process of 3-methyl-4-oxo-2-(1-phenylcarbonyloxypropyl)-4,6-dihydroindolizino[1,2-b]quinoline

There total 12 articles about 3-methyl-4-oxo-2-(1-phenylcarbonyloxypropyl)-4,6-dihydroindolizino[1,2-b]quinoline 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: 68.0%

: 229176-19-6
3-chloromethyl-4-oxo-2-(1-phenylcarbonyloxypropyl)-4,6-dihydroindolizino[1,2-b]quinoline

: 229176-20-9
3-methyl-4-oxo-2-(1-phenylcarbonyloxypropyl)-4,6-dihydroindolizino[1,2-b]quinoline

Guidance literature:: With hydrogen; sodium acetate; palladium dihydroxide; In ethanol; at 20 ℃; for 24h;
DOI:10.1016/S0040-4020(99)00191-X

Reference yield:

: 14092-31-0
1-ethyl-4-(tetrahydro-2-pyranyloxy)-2-butyn-1-ol

: 229176-20-9
3-methyl-4-oxo-2-(1-phenylcarbonyloxypropyl)-4,6-dihydroindolizino[1,2-b]quinoline

Guidance literature:: Multi-step reaction with 10 steps

1: 88 percent / triethylamine; DMAP / tetrahydrofuran; CH₂Cl₂ / 1 h / 0 - 20 °C

2: 72 percent / PTSA / methanol / 3 h / 20 °C

3: 70 percent / PCC / CH₂Cl₂ / 3 h / 0 - 20 °C

4: 65 percent / toluene / 12 h / Heating

5: 82 percent / NaBH₄ / methanol / 1 h / 0 - 20 °C

6: 65 percent / conc. HCl; MnO₂ / tetrahydrofuran / 0.5 h / -10 °C

7: 80 percent / DMF; thionyl chloride / CHCl₃ / 3 h / 20 °C

8: 40 percent / pyridine / acetonitrile / 12 h / 20 °C

9: 40 percent / sodium acetate / acetic acid / 20 h / 20 °C

10: 68 percent / sodium acetate; hydrogen / Pd(OH)2/C / ethanol / 24 h / 20 °C

With pyridine; hydrogenchloride; dmap; manganese(IV) oxide; sodium tetrahydroborate; thionyl chloride; hydrogen; sodium acetate; toluene-4-sulfonic acid; triethylamine; N,N-dimethyl-formamide; pyridinium chlorochromate; palladium dihydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; acetic acid; toluene; acetonitrile; 1: Esterification / 2: deprotection / 3: Oxidation / 4: Diels-Alder reaction / 5: Reduction / 6: Oxidation / 7: Substitution / 8: Acylation / 9: Cyclization / 10: Dehalogenation;
DOI:10.1016/S0040-4020(99)00191-X

Reference yield:

: 229176-13-0
1-ethyl-3-formyl-2-propynyl benzoate

: 229176-20-9
3-methyl-4-oxo-2-(1-phenylcarbonyloxypropyl)-4,6-dihydroindolizino[1,2-b]quinoline

Guidance literature:: Multi-step reaction with 7 steps

1: 65 percent / toluene / 12 h / Heating

2: 82 percent / NaBH₄ / methanol / 1 h / 0 - 20 °C

3: 65 percent / conc. HCl; MnO₂ / tetrahydrofuran / 0.5 h / -10 °C

4: 80 percent / DMF; thionyl chloride / CHCl₃ / 3 h / 20 °C

5: 40 percent / pyridine / acetonitrile / 12 h / 20 °C

6: 40 percent / sodium acetate / acetic acid / 20 h / 20 °C

7: 68 percent / sodium acetate; hydrogen / Pd(OH)2/C / ethanol / 24 h / 20 °C

With pyridine; hydrogenchloride; manganese(IV) oxide; sodium tetrahydroborate; thionyl chloride; hydrogen; sodium acetate; N,N-dimethyl-formamide; palladium dihydroxide; In tetrahydrofuran; methanol; ethanol; chloroform; acetic acid; toluene; acetonitrile; 1: Diels-Alder reaction / 2: Reduction / 3: Oxidation / 4: Substitution / 5: Acylation / 6: Cyclization / 7: Dehalogenation;
DOI:10.1016/S0040-4020(99)00191-X