{3-[2-(3-Azido-2-oxo-4-phenyl-azetidin-1-yl)-acetylamino]-2-oxo-4-phenyl-azetidin-1-yl}-acetic acid tert-butyl ester

Base Information

• Chemical Name: {3-[2-(3-Azido-2-oxo-4-phenyl-azetidin-1-yl)-acetylamino]-2-oxo-4-phenyl-azetidin-1-yl}-acetic acid tert-butyl ester
• CAS No.: 78029-12-6
• Molecular Formula: C₂₆H₂₈N₆O₅
• Molecular Weight: 504.546

Synonyms:{3-[2-(3-Azido-2-oxo-4-phenyl-azetidin-1-yl)-acetylamino]-2-oxo-4-phenyl-azetidin-1-yl}-acetic acid tert-butyl ester

Chemical Property of {3-[2-(3-Azido-2-oxo-4-phenyl-azetidin-1-yl)-acetylamino]-2-oxo-4-phenyl-azetidin-1-yl}-acetic acid tert-butyl ester

Chemical Property:

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Technology Process of {3-[2-(3-Azido-2-oxo-4-phenyl-azetidin-1-yl)-acetylamino]-2-oxo-4-phenyl-azetidin-1-yl}-acetic acid tert-butyl ester

There total 3 articles about {3-[2-(3-Azido-2-oxo-4-phenyl-azetidin-1-yl)-acetylamino]-2-oxo-4-phenyl-azetidin-1-yl}-acetic acid tert-butyl ester 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:

tert-butyl N-benzylideneglycinate (64923-12-2) → {3-[2-(3-Azido-2-oxo-4-phenyl-azetidin-1-yl)-acetylamino]-2-oxo-4-phenyl-azetidin-1-yl}-acetic acid tert-butyl ester (78029-12-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 56 percent / triethylamine / CH₂Cl₂

2: 100 percent / CF₃CO₂H / Ambient temperature

3: 2.) dicyclohexilcarbodiimide / 1.)DMF

With triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane;

DOI:10.1246/cl.1981.231

Reference yield:

(3-Azido-2-oxo-4-phenyl-azetidin-1-yl)-acetic acid tert-butyl ester → {3-[2-(3-Azido-2-oxo-4-phenyl-azetidin-1-yl)-acetylamino]-2-oxo-4-phenyl-azetidin-1-yl}-acetic acid tert-butyl ester (78029-12-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / CF₃CO₂H / Ambient temperature

2: 2.) dicyclohexilcarbodiimide / 1.)DMF

With dicyclohexyl-carbodiimide; trifluoroacetic acid;

DOI:10.1246/cl.1981.231

Reference yield:

(3-Azido-2-oxo-4-phenyl-azetidin-1-yl)-acetic acid + (3-Amino-2-oxo-4-phenyl-azetidin-1-yl)-acetic acid tert-butyl ester (78029-07-9) → {3-[2-(3-Azido-2-oxo-4-phenyl-azetidin-1-yl)-acetylamino]-2-oxo-4-phenyl-azetidin-1-yl}-acetic acid tert-butyl ester (78029-12-6)

Guidance literature:

With dicyclohexyl-carbodiimide; Yield given. Multistep reaction; 1.)DMF;

DOI:10.1246/cl.1981.231

upstream raw materials:

(3-Amino-2-oxo-4-phenyl-azetidin-1-yl)-acetic acid tert-butyl ester

tert-butyl N-benzylideneglycinate

Downstream raw materials:

{3-[2-(3-Amino-2-oxo-4-phenyl-azetidin-1-yl)-acetylamino]-2-oxo-4-phenyl-azetidin-1-yl}-acetic acid tert-butyl ester

Ac-Phe-Gly-Phe-Gly-OtBu

{3-[2-(3-Acetylamino-2-oxo-4-phenyl-azetidin-1-yl)-acetylamino]-2-oxo-4-phenyl-azetidin-1-yl}-acetic acid tert-butyl ester

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