Diethyl α--2-oxo-1-azetidinemalonate

Base Information

• Chemical Name: Diethyl α--2-oxo-1-azetidinemalonate
• CAS No.: 71725-07-0
• Molecular Formula: C₂₃H₂₅NO₆
• Molecular Weight: 411.455

Synonyms:

Chemical Property of Diethyl α--2-oxo-1-azetidinemalonate

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of Diethyl α--2-oxo-1-azetidinemalonate

There total 7 articles about Diethyl α--2-oxo-1-azetidinemalonate 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:

2-(p-Hydroxyphenyl)glycine Ethyl Ester (43189-09-9,43189-39-5) → Diethyl α--2-oxo-1-azetidinemalonate (71725-07-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) benzaldehyde, p-toluenesulfonyl acid, 2.) K₂CO₃ / 1.) DMF, 40 deg C, 12h, 2.) 60 deg C, 16h, 3.) EtOAc

2: 87 percent / N,N-dimethylaniline / CH₂Cl₂ / 1.) -20 deg C, 20 min, 2.) room temp., 1.5h

3: 80 percent / NaH, DMF / CH₂Cl₂ / 6.5 h / Ambient temperature

4: 1.) hexamethyldisilazane, n-BuLi/hexane / 1.) THF, -78 deg C, 2h, 2.) room temp., 2h

With n-butyllithium; hexane; sodium hydride; potassium carbonate; benzaldehyde; toluene-4-sulfonic acid; N,N-dimethyl-aniline; N,N-dimethyl-formamide; 1,1,1,3,3,3-hexamethyl-disilazane; In dichloromethane;

DOI:10.1021/jo00328a002

Reference yield:

2--N-(3-bromopropionyl)glycine Ethyl Ester (70875-42-2) → Diethyl α--2-oxo-1-azetidinemalonate (71725-07-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / NaH, DMF / CH₂Cl₂ / 6.5 h / Ambient temperature

2: 1.) hexamethyldisilazane, n-BuLi/hexane / 1.) THF, -78 deg C, 2h, 2.) room temp., 2h

With n-butyllithium; hexane; sodium hydride; N,N-dimethyl-formamide; 1,1,1,3,3,3-hexamethyl-disilazane; In dichloromethane;

DOI:10.1021/jo00328a002

Reference yield:

2-glycine Ethyl Ester Hydrotosylate (70875-51-3) → Diethyl α--2-oxo-1-azetidinemalonate (71725-07-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / N,N-dimethylaniline / CH₂Cl₂ / 1.) -20 deg C, 20 min, 2.) room temp., 1.5h

2: 80 percent / NaH, DMF / CH₂Cl₂ / 6.5 h / Ambient temperature

3: 1.) hexamethyldisilazane, n-BuLi/hexane / 1.) THF, -78 deg C, 2h, 2.) room temp., 2h

With n-butyllithium; hexane; sodium hydride; N,N-dimethyl-aniline; N,N-dimethyl-formamide; 1,1,1,3,3,3-hexamethyl-disilazane; In dichloromethane;

DOI:10.1021/jo00328a002

upstream raw materials:

Ethyl α--2-oxo-1-azetidineacetate

chloroformic acid ethyl ester

2-(p-Hydroxyphenyl)glycine Ethyl Ester

2--N-(3-bromopropionyl)glycine Ethyl Ester

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