benzyl (2S)-1-{[(2S)-2-methyl-7-nitro-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl]carbonyl}-2-pyrrolidinecarboxylate

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Chemical Name:benzyl (2S)-1-{[(2S)-2-methyl-7-nitro-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl]carbonyl}-2-pyrrolidinecarboxylate
CAS No.:727994-28-7
Molecular Formula:C₂₂H₂₁N₃O₇
Molecular Weight:439.425
Hs Code.:

Synonyms:benzyl (2S)-1-{[(2S)-2-methyl-7-nitro-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl]carbonyl}-2-pyrrolidinecarboxylate

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Chemical Property of benzyl (2S)-1-{[(2S)-2-methyl-7-nitro-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl]carbonyl}-2-pyrrolidinecarboxylate

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Technology Process of benzyl (2S)-1-{[(2S)-2-methyl-7-nitro-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl]carbonyl}-2-pyrrolidinecarboxylate

There total 3 articles about benzyl (2S)-1-{[(2S)-2-methyl-7-nitro-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: 20.0%

: 16652-71-4
benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride

: 154365-43-2
3,4-dihydro-2-methyl-7-nitro-3-oxo-2H-1,4-benzoxazine-2-carboxylic acid

: 727993-98-8
benzyl (2S)-1-{[(2R)-2-methyl-7-nitro-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl]carbonyl}-2-pyrrolidinecarboxylate

: 727994-28-7
benzyl (2S)-1-{[(2S)-2-methyl-7-nitro-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl]carbonyl}-2-pyrrolidinecarboxylate

Guidance literature:: With diphenyl-phosphinic acid; triethylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 61h;
DOI:10.1039/b400490f

Reference yield:

: 154365-36-3
3,4-dihydro-2-methyl-7-nitro-3-oxo-2H-1,4-benzoxazine-2-carboxylic acid ethyl ester

: 727994-28-7
benzyl (2S)-1-{[(2S)-2-methyl-7-nitro-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl]carbonyl}-2-pyrrolidinecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / aq. LiOH / methanol / 12 h

2: 20 percent / DPPA; Et₃N / dimethylformamide / 61 h / 0 - 20 °C

With lithium hydroxide; diphenyl-phosphinic acid; triethylamine; In methanol; N,N-dimethyl-formamide;
DOI:10.1039/b400490f

Reference yield:

: 121-88-0
5-Nitro-2-aminophenol

: 727994-28-7
benzyl (2S)-1-{[(2S)-2-methyl-7-nitro-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl]carbonyl}-2-pyrrolidinecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: 75 percent / dimethylformamide / 6 h / 60 °C

2.1: 97 percent / aq. LiOH / methanol / 12 h

3.1: 20 percent / DPPA; Et₃N / dimethylformamide / 61 h / 0 - 20 °C

With potassium fluoride; lithium hydroxide; diphenyl-phosphinic acid; triethylamine; In methanol; N,N-dimethyl-formamide;
DOI:10.1039/b400490f