ethyl (2S)-1-({(2R)-6-[(4-cyanobenzoyl)amino]-2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl}carbonyl)-2-pyrrolidinecarboxylate

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Chemical Name:ethyl (2S)-1-({(2R)-6-[(4-cyanobenzoyl)amino]-2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl}carbonyl)-2-pyrrolidinecarboxylate
CAS No.:727994-19-6
Molecular Formula:C₂₅H₂₄N₄O₆
Molecular Weight:476.489
Hs Code.:

Synonyms:ethyl (2S)-1-({(2R)-6-[(4-cyanobenzoyl)amino]-2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl}carbonyl)-2-pyrrolidinecarboxylate

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Chemical Property of ethyl (2S)-1-({(2R)-6-[(4-cyanobenzoyl)amino]-2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl}carbonyl)-2-pyrrolidinecarboxylate

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Technology Process of ethyl (2S)-1-({(2R)-6-[(4-cyanobenzoyl)amino]-2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl}carbonyl)-2-pyrrolidinecarboxylate

There total 4 articles about ethyl (2S)-1-({(2R)-6-[(4-cyanobenzoyl)amino]-2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl}carbonyl)-2-pyrrolidinecarboxylate 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: 82.0%

: 6068-72-0
4-cyanobenzoyl chlorIde

: 727994-12-9
ethyl (2S)-1-{[(2R)-6-amino-2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl]carbonyl}-2-pyrrolidinecarboxylate

: 727994-19-6
ethyl (2S)-1-({(2R)-6-[(4-cyanobenzoyl)amino]-2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl}carbonyl)-2-pyrrolidinecarboxylate

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1039/b400490f

Reference yield:

: 99-57-0
2-hydroxy-5-nitroaniline

: 727994-19-6
ethyl (2S)-1-({(2R)-6-[(4-cyanobenzoyl)amino]-2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl}carbonyl)-2-pyrrolidinecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: KF / dimethylformamide / 0.25 h / 20 °C

1.2: 66 percent / dimethylformamide / 6 h / 60 °C

2.1: 70 percent / aq. LiOH / methanol / 12 h

3.1: 18 percent / 1-hydroxybenzotriazole; N-methylmorpholine; EDC / dimethylformamide / 20 °C / pH 8

4.1: 98 percent / H₂ / Pd/C / ethanol

5.1: 82 percent / Et₃N / CH₂Cl₂ / 4 h / 20 °C

With 4-methyl-morpholine; potassium fluoride; lithium hydroxide; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium on activated charcoal; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b400490f

Reference yield:

: 154365-37-4
3,4-dihydro-2-methyl-6-nitro-3-oxo-2H-1,4-benzoxazine-2-carboxylic acid ethyl ester

: 727994-19-6
ethyl (2S)-1-({(2R)-6-[(4-cyanobenzoyl)amino]-2-methyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl}carbonyl)-2-pyrrolidinecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / aq. LiOH / methanol / 12 h

2: 18 percent / 1-hydroxybenzotriazole; N-methylmorpholine; EDC / dimethylformamide / 20 °C / pH 8

3: 98 percent / H₂ / Pd/C / ethanol

4: 82 percent / Et₃N / CH₂Cl₂ / 4 h / 20 °C

With 4-methyl-morpholine; lithium hydroxide; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium on activated charcoal; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b400490f