diethyl 11-benzyl-1-oxo-1,2,3,9,10,11-hexahydro[1,4]oxazino[3,2-f]pyrrolo[3,2,1-ij]quinoline-5,9-dicarboxylate

Base Information

Chemical Name:diethyl 11-benzyl-1-oxo-1,2,3,9,10,11-hexahydro[1,4]oxazino[3,2-f]pyrrolo[3,2,1-ij]quinoline-5,9-dicarboxylate
CAS No.:462117-44-8
Molecular Formula:C₂₆H₂₆N₂O₆
Molecular Weight:462.502
Hs Code.:

Synonyms:diethyl 11-benzyl-1-oxo-1,2,3,9,10,11-hexahydro[1,4]oxazino[3,2-f]pyrrolo[3,2,1-ij]quinoline-5,9-dicarboxylate

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Chemical Property of diethyl 11-benzyl-1-oxo-1,2,3,9,10,11-hexahydro[1,4]oxazino[3,2-f]pyrrolo[3,2,1-ij]quinoline-5,9-dicarboxylate

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Technology Process of diethyl 11-benzyl-1-oxo-1,2,3,9,10,11-hexahydro[1,4]oxazino[3,2-f]pyrrolo[3,2,1-ij]quinoline-5,9-dicarboxylate

There total 5 articles about diethyl 11-benzyl-1-oxo-1,2,3,9,10,11-hexahydro[1,4]oxazino[3,2-f]pyrrolo[3,2,1-ij]quinoline-5,9-dicarboxylate 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: 87.0%

: 462117-42-6
3-[4-benzyl-2,7-bis(ethoxycarbonyl)-2,3,4,6-tetrahydro[1,4]oxazino[2,3-f]indol-6-yl]propanoic acid

: 462117-44-8
diethyl 11-benzyl-1-oxo-1,2,3,9,10,11-hexahydro[1,4]oxazino[3,2-f]pyrrolo[3,2,1-ij]quinoline-5,9-dicarboxylate

Guidance literature:: With PPSE; In 1,2-dichloro-ethane; for 2h; Heating;
DOI:10.1002/1099-0690(200205)2002:10<1646::AID-EJOC1646>3.0.CO;2-K

Reference yield:

: 391873-71-5
ethyl 4-benzyl-7-formyl-3,4-dihydro-2H-1,4-benzoxazine-2-carboxylate

: 462117-44-8
diethyl 11-benzyl-1-oxo-1,2,3,9,10,11-hexahydro[1,4]oxazino[3,2-f]pyrrolo[3,2,1-ij]quinoline-5,9-dicarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: sodium ethoxide / ethanol / 20 h / -18 °C

2: xylene / Heating

3: 76 percent / Triton B / dimethylformamide; H₂O / 4 h / 20 °C

4: 98 percent / TFA / CH₂Cl₂ / 2 h / 20 °C

5: 87 percent / PPSE / 1,2-dichloro-ethane / 2 h / Heating

With sodium ethanolate; N-benzyl-trimethylammonium hydroxide; trifluoroacetic acid; In ethanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; xylene; 1: Hemetsberger reaction / 2: Hemetsberger reaction;
DOI:10.1002/1099-0690(200205)2002:10<1646::AID-EJOC1646>3.0.CO;2-K

Reference yield:

: 462117-26-6
diethyl 4-benzyl-2,3,4,6-tetrahydro[1,4]oxazino[2,3-f]indole-2,7-dicarboxylate

: 462117-44-8
diethyl 11-benzyl-1-oxo-1,2,3,9,10,11-hexahydro[1,4]oxazino[3,2-f]pyrrolo[3,2,1-ij]quinoline-5,9-dicarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 76 percent / Triton B / dimethylformamide; H₂O / 4 h / 20 °C

2: 98 percent / TFA / CH₂Cl₂ / 2 h / 20 °C

3: 87 percent / PPSE / 1,2-dichloro-ethane / 2 h / Heating

With N-benzyl-trimethylammonium hydroxide; trifluoroacetic acid; In dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1002/1099-0690(200205)2002:10<1646::AID-EJOC1646>3.0.CO;2-K