Benzyl α--2-oxo-1-azetidineacetate

Base Information

• Chemical Name: Benzyl α--2-oxo-1-azetidineacetate
• CAS No.: 70875-49-9
• Molecular Formula: C₂₅H₂₃NO₄
• Molecular Weight: 401.462
• Mol file: 70875-49-9.mol

Synonyms:Benzyl α--2-oxo-1-azetidineacetate

Chemical Property of Benzyl α--2-oxo-1-azetidineacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzyl α--2-oxo-1-azetidineacetate

There total 4 articles about Benzyl α--2-oxo-1-azetidineacetate 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: 46.0%

2--N-(3-bromo-propionyl)glycine Benzyl Ester (70875-44-4) → Benzyl α--2-oxo-1-azetidineacetate (70875-49-9)

Guidance literature:

With sodium hydride; In dichloromethane; N,N-dimethyl-formamide; for 2h; Ambient temperature;

DOI:10.1021/jo00328a002

Reference yield:

Amino-(4-benzyloxy-phenyl)-acetic acid benzyl ester (70875-52-4) → Benzyl α--2-oxo-1-azetidineacetate (70875-49-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / pyridine / CH₂Cl₂ / 1.) 0 deg C, 2.) room temp., 12h

2: 46 percent / NaH / dimethylformamide; CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; sodium hydride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00328a002

Reference yield:

cyclopropanone (5009-27-8) + Amino-(4-benzyloxy-phenyl)-acetic acid benzyl ester (70875-52-4) → Benzyl α--2-oxo-1-azetidineacetate (70875-49-9)

Guidance literature:

With tert-butylhypochlorite; sodium hydrogencarbonate; silver nitrate; Yield given. Multistep reaction; 1.) CH₂Cl₂, -78 deg C, 1h, 2a.) in the dark, -78 deg C, 2b.) -10 deg C, 40 min, 3.) acetonitrile, room temp., 1.5h;

DOI:10.1021/jo00328a002

upstream raw materials:

cyclopropanone

Amino-(4-benzyloxy-phenyl)-acetic acid benzyl ester

2--N-(3-bromo-propionyl)glycine Benzyl Ester

Downstream raw materials:

(+/-) ethyl nocardicinate