4-((4-carboxyphenyl)oxy)-3,3-diethyl-1-(((phenylmethyl)amino)carbonyl)-2-azetidinone

Base Information

• Chemical Name: 4-((4-carboxyphenyl)oxy)-3,3-diethyl-1-(((phenylmethyl)amino)carbonyl)-2-azetidinone
• CAS No.: 143818-53-5
• Molecular Formula: C22H24 N2 O5
• Molecular Weight: 396.44
• Mol file: 143818-53-5.mol

Synonyms:Benzoicacid, 4-[[3,3-diethyl-4-oxo-1-[[(phenylmethyl)amino]carbonyl]-2-azetidinyl]oxy]-,(?à)-;4-(4-Carboxyphenoxy)-1-[(benzylamino)carbonyl]-3,3-diethyl-2-azetidinone

Chemical Property of 4-((4-carboxyphenyl)oxy)-3,3-diethyl-1-(((phenylmethyl)amino)carbonyl)-2-azetidinone

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 99.43000
• Density: 1.258g/cm³
• LogP: 3.79040

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-((4-carboxyphenyl)oxy)-3,3-diethyl-1-(((phenylmethyl)amino)carbonyl)-2-azetidinone

There total 6 articles about 4-((4-carboxyphenyl)oxy)-3,3-diethyl-1-(((phenylmethyl)amino)carbonyl)-2-azetidinone 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:

4-(1-Benzylcarbamoyl-3,3-diethyl-4-oxo-azetidin-2-yloxy)-benzoic acid tert-butyl ester (1027230-74-5) → 4-<(4-carboxyphenyl)oxy>-3,3-diethyl-1-<<(phenylmethyl)amino>carbonyl>-2-azetidinone (143818-53-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 4h;

DOI:10.1021/jm00058a015

Reference yield:

tert-butyl 4-hydroxybenzoate (25804-49-3) → 4-<(4-carboxyphenyl)oxy>-3,3-diethyl-1-<<(phenylmethyl)amino>carbonyl>-2-azetidinone (143818-53-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) 2.5 N aq. NaOH / 1.) acetone, 0 deg C, 20 min, 2.) acetone, H₂O, RT, 20 h

2: Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 2 h / Ambient temperature

3: trifluoroacetic acid / CH₂Cl₂ / 4 h / 0 °C

With dmap; sodium hydroxide; triethylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm00058a015

Reference yield:

4-hydroxy-benzoic acid (99-96-7) → 4-<(4-carboxyphenyl)oxy>-3,3-diethyl-1-<<(phenylmethyl)amino>carbonyl>-2-azetidinone (143818-53-5)

Guidance literature:

Multi-step reaction with 4 steps

1: N,N'-diisopropyl-O-tert-butylisourea / Ambient temperature

2: 1.) 2.5 N aq. NaOH / 1.) acetone, 0 deg C, 20 min, 2.) acetone, H₂O, RT, 20 h

3: Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 2 h / Ambient temperature

4: trifluoroacetic acid / CH₂Cl₂ / 4 h / 0 °C

With dmap; sodium hydroxide; 2-tert-butyl-1,3-diisopropylisourea; triethylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm00058a015

upstream raw materials:

4-(1-Benzylcarbamoyl-3,3-diethyl-4-oxo-azetidin-2-yloxy)-benzoic acid tert-butyl ester

tert-butyl 4-hydroxybenzoate

4-hydroxy-benzoic acid

2-Ethylbutyraldehyde

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