tert-butyl 2-(4-ethoxy-4-oxobutanoyl)-3-(2-nitrophenyl)-5-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate

Base Information

Chemical Name:tert-butyl 2-(4-ethoxy-4-oxobutanoyl)-3-(2-nitrophenyl)-5-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate
CAS No.:1629316-95-5
Molecular Formula:C₂₁H₂₄N₂O₈
Molecular Weight:432.43
Hs Code.:

Synonyms:tert-butyl 2-(4-ethoxy-4-oxobutanoyl)-3-(2-nitrophenyl)-5-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate

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Chemical Property of tert-butyl 2-(4-ethoxy-4-oxobutanoyl)-3-(2-nitrophenyl)-5-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate

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Technology Process of tert-butyl 2-(4-ethoxy-4-oxobutanoyl)-3-(2-nitrophenyl)-5-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate

There total 11 articles about tert-butyl 2-(4-ethoxy-4-oxobutanoyl)-3-(2-nitrophenyl)-5-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate 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: 77.0%

: C₂₁H₂₆N₂O₈

: 1629316-95-5
tert-butyl 2-(4-ethoxy-4-oxobutanoyl)-3-(2-nitrophenyl)-5-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate

Guidance literature:: With dipyridinium dichromate; In dichloromethane; at 0 ℃; for 7h; Concentration; Temperature; Molecular sieve;
DOI:10.1002/ejoc.201402903

Reference yield:

: 35947-93-4
2-azido-1-(2-nitrophenyl)ethan-1-one

: 1629316-95-5
tert-butyl 2-(4-ethoxy-4-oxobutanoyl)-3-(2-nitrophenyl)-5-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: titanium tetrachloride / dichloromethane / 1 h / -30 - -15 °C / Inert atmosphere

2.1: triphenylphosphine / water; tetrahydrofuran / 72 h / 20 °C

3.1: dmap / tetrahydrofuran / 120 h / 20 °C / Inert atmosphere

4.1: 2,6-dimethylpyridine / dichloromethane

5.1: boron trifluoride diethyl etherate / dichloromethane / Inert atmosphere

5.2: Inert atmosphere

With 2,6-dimethylpyridine; dmap; boron trifluoride diethyl etherate; titanium tetrachloride; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; 1.1: |Mukaiyama Aldol Addition / 2.1: |Staudinger Azide Reduction / 5.1: |Aldol Condensation / 5.2: |Swern Oxidation;
DOI:10.3998/ark.5550190.p008.497

Reference yield:

: 6851-99-6
2-bromo-1-(2-nitrophenyl)ethanone

: 1629316-95-5
tert-butyl 2-(4-ethoxy-4-oxobutanoyl)-3-(2-nitrophenyl)-5-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium azide / methanol; water / 48 h / 0 - 6 °C

2.1: titanium tetrachloride / dichloromethane / 1 h / -30 - -15 °C / Inert atmosphere

3.1: triphenylphosphine / water; tetrahydrofuran / 72 h / 20 °C

4.1: dmap / tetrahydrofuran / 120 h / 20 °C / Inert atmosphere

5.1: 2,6-dimethylpyridine / dichloromethane

6.1: boron trifluoride diethyl etherate / dichloromethane / Inert atmosphere

6.2: Inert atmosphere

With 2,6-dimethylpyridine; dmap; sodium azide; boron trifluoride diethyl etherate; titanium tetrachloride; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; water; 2.1: |Mukaiyama Aldol Addition / 3.1: |Staudinger Azide Reduction / 6.1: |Aldol Condensation / 6.2: |Swern Oxidation;
DOI:10.3998/ark.5550190.p008.497