Dimethyl 3-Azido-α--2-oxo-1-azetidinemalonate

Base Information

Chemical Name:Dimethyl 3-Azido-α--2-oxo-1-azetidinemalonate
CAS No.:68641-24-7
Molecular Formula:C₂₁H₂₀N₄O₆
Molecular Weight:424.413
Hs Code.:

Dimethyl 3-Azido-α-<p-(benzyloxy)phenyl>-2-oxo-1-azetidinemalonate

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Chemical Property of Dimethyl 3-Azido-α--2-oxo-1-azetidinemalonate

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Technology Process of Dimethyl 3-Azido-α--2-oxo-1-azetidinemalonate

There total 7 articles about Dimethyl 3-Azido-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:

: 68641-16-7
(4-benzyloxy-phenyl)-acetic acid methyl ester

: 68641-24-7
Dimethyl 3-Azido-α--2-oxo-1-azetidinemalonate

Guidance literature:: Multi-step reaction with 6 steps

1: 75 percent / NaH / diethyl ether; methanol / 24 h / Ambient temperature

2: 1.) NaH, HMPA, 2.) p-Toluenesulfonyl azide / 1.) THF, room temp., 2h, 2.) reflux, 2h

3: 1.) Zn, 90percent CH₃COOH, 2.) HCl(gas) / 1.) room temp., 2h, 2.) ether

4: 86 percent / N,N-dimethylaniline / CH₂Cl₂ / 1.) 0 deg C, 15 min, 2.) room temp., 4h

5: 76 percent / NaH / dimethylformamide; CH₂Cl₂ / 6.5 h / Ambient temperature

6: 1.) n-BuLi/hexanes, diisopropylamine, 2.) p-toluenesulfonyl azide, 3.) Me₃SiCl / 1.) THF, -78 deg C, 2h, 2.) -78 deg C, 1h, 3.) room temp., 1h

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; chloro-trimethyl-silane; 4-toluenesulfonyl azide; hexane; sodium hydride; acetic acid; N,N-dimethyl-aniline; diisopropylamine; zinc; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00328a002

Reference yield:

: 68641-22-5
Dimethyl (3-chloropropionamido)malonate

: 68641-24-7
Dimethyl 3-Azido-α--2-oxo-1-azetidinemalonate

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / NaH / dimethylformamide; CH₂Cl₂ / 6.5 h / Ambient temperature

2: 1.) n-BuLi/hexanes, diisopropylamine, 2.) p-toluenesulfonyl azide, 3.) Me₃SiCl / 1.) THF, -78 deg C, 2h, 2.) -78 deg C, 1h, 3.) room temp., 1h

With n-butyllithium; chloro-trimethyl-silane; 4-toluenesulfonyl azide; hexane; sodium hydride; diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00328a002

Reference yield:

: 68641-17-8
4-benzyloxyphenyl malonic acid dimethylester

: 68641-24-7
Dimethyl 3-Azido-α--2-oxo-1-azetidinemalonate

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaH, HMPA, 2.) p-Toluenesulfonyl azide / 1.) THF, room temp., 2h, 2.) reflux, 2h

2: 1.) Zn, 90percent CH₃COOH, 2.) HCl(gas) / 1.) room temp., 2h, 2.) ether

3: 86 percent / N,N-dimethylaniline / CH₂Cl₂ / 1.) 0 deg C, 15 min, 2.) room temp., 4h

4: 76 percent / NaH / dimethylformamide; CH₂Cl₂ / 6.5 h / Ambient temperature

5: 1.) n-BuLi/hexanes, diisopropylamine, 2.) p-toluenesulfonyl azide, 3.) Me₃SiCl / 1.) THF, -78 deg C, 2h, 2.) -78 deg C, 1h, 3.) room temp., 1h

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; chloro-trimethyl-silane; 4-toluenesulfonyl azide; hexane; sodium hydride; acetic acid; N,N-dimethyl-aniline; diisopropylamine; zinc; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00328a002