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

Base Information

Chemical Name:3-[4-benzyl-2,7-bis(ethoxycarbonyl)-2,3,4,6-tetrahydro[1,4]oxazino[2,3-f]indol-6-yl]propanoic acid
CAS No.:462117-42-6
Molecular Formula:C₂₆H₂₈N₂O₇
Molecular Weight:480.518
Hs Code.:

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

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Chemical Property of 3-[4-benzyl-2,7-bis(ethoxycarbonyl)-2,3,4,6-tetrahydro[1,4]oxazino[2,3-f]indol-6-yl]propanoic acid

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Technology Process of 3-[4-benzyl-2,7-bis(ethoxycarbonyl)-2,3,4,6-tetrahydro[1,4]oxazino[2,3-f]indol-6-yl]propanoic acid

There total 4 articles about 3-[4-benzyl-2,7-bis(ethoxycarbonyl)-2,3,4,6-tetrahydro[1,4]oxazino[2,3-f]indol-6-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: 98.0%

: 462117-40-4
diethyl 4-benzyl-6-[2-(tert-butoxycarbonyl)ethyl]-2,3,4,6-tetrahydro[1,4]oxazino[2,3-f]indole-2,7-dicarboxylate

: 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

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;
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

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

Guidance literature:: Multi-step reaction with 4 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

With sodium ethanolate; N-benzyl-trimethylammonium hydroxide; trifluoroacetic acid; In ethanol; dichloromethane; water; 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

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

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