5-(2-azidoethyl)-5-benzoyloxymethyl-N-(4-methoxycarbonyl-2-nitrophenyl)pyrrolidin-2-one

Base Information

Chemical Name:5-(2-azidoethyl)-5-benzoyloxymethyl-N-(4-methoxycarbonyl-2-nitrophenyl)pyrrolidin-2-one
CAS No.:623162-14-1
Molecular Formula:C₂₂H₂₁N₅O₇
Molecular Weight:467.438
Hs Code.:

Synonyms:5-(2-azidoethyl)-5-benzoyloxymethyl-N-(4-methoxycarbonyl-2-nitrophenyl)pyrrolidin-2-one

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Chemical Property of 5-(2-azidoethyl)-5-benzoyloxymethyl-N-(4-methoxycarbonyl-2-nitrophenyl)pyrrolidin-2-one

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Technology Process of 5-(2-azidoethyl)-5-benzoyloxymethyl-N-(4-methoxycarbonyl-2-nitrophenyl)pyrrolidin-2-one

There total 8 articles about 5-(2-azidoethyl)-5-benzoyloxymethyl-N-(4-methoxycarbonyl-2-nitrophenyl)pyrrolidin-2-one 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: 85.0%

: 623162-13-0
5-benzoyloxymethyl-5-(2-bromoethyl)-N-(4-methoxycarbonyl-2-nitrophenyl)pyrrolidin-2-one

: 623162-14-1
5-(2-azidoethyl)-5-benzoyloxymethyl-N-(4-methoxycarbonyl-2-nitrophenyl)pyrrolidin-2-one

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 70 - 75 ℃; for 16h;
DOI:10.1016/S0968-0896(03)00271-2

Reference yield:

: 619-45-4
4-methoxycarbonyl aniline

: 623162-14-1
5-(2-azidoethyl)-5-benzoyloxymethyl-N-(4-methoxycarbonyl-2-nitrophenyl)pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 9 steps

1: 86 percent / 15 h / 112 °C

2: 80 percent / NaH / dimethylformamide / 36 h / 20 °C

3: 84 percent / Na; MeOH / 1 h / 0 °C

4: 67 percent / lithium diisopropylamide / tetrahydrofuran / 4 h / -70 - -60 °C

5: 87 percent / [NO₂]BF₄ / CH₂Cl₂ / 16 h / 0 - 20 °C

6: 81 percent / NaBH₄ / methanol; tetrahydrofuran / 4 h / 0 - 5 °C

7: 77 percent / p-toluenesulfonic acid / 24 h / 20 °C

8: 72.3 percent / N-bromosuccinimide / benzene / 26 h / 20 °C

9: 85 percent / NaN₃ / dimethylformamide / 16 h / 70 - 75 °C

With methanol; sodium tetrahydroborate; N-Bromosuccinimide; sodium azide; nitronium tetrafluoborate; sodium; sodium hydride; toluene-4-sulfonic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0968-0896(03)00271-2

Reference yield:

: 221382-03-2
diethyl 2-[4-(methoxycarbonyl)phenylamino]malonate

: 623162-14-1
5-(2-azidoethyl)-5-benzoyloxymethyl-N-(4-methoxycarbonyl-2-nitrophenyl)pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 8 steps

1: 80 percent / NaH / dimethylformamide / 36 h / 20 °C

2: 84 percent / Na; MeOH / 1 h / 0 °C

3: 67 percent / lithium diisopropylamide / tetrahydrofuran / 4 h / -70 - -60 °C

4: 87 percent / [NO₂]BF₄ / CH₂Cl₂ / 16 h / 0 - 20 °C

5: 81 percent / NaBH₄ / methanol; tetrahydrofuran / 4 h / 0 - 5 °C

6: 77 percent / p-toluenesulfonic acid / 24 h / 20 °C

7: 72.3 percent / N-bromosuccinimide / benzene / 26 h / 20 °C

8: 85 percent / NaN₃ / dimethylformamide / 16 h / 70 - 75 °C

With methanol; sodium tetrahydroborate; N-Bromosuccinimide; sodium azide; nitronium tetrafluoborate; sodium; sodium hydride; toluene-4-sulfonic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0968-0896(03)00271-2