(R)-2-[(2R,3S)-3-Azido-2-(4-benzyloxy-phenyl)-4-oxo-azetidin-1-yl]-propionic acid

Base Information

• Chemical Name: (R)-2-[(2R,3S)-3-Azido-2-(4-benzyloxy-phenyl)-4-oxo-azetidin-1-yl]-propionic acid
• CAS No.: 82101-49-3
• Molecular Formula: C₁₉H₁₈N₄O₄
• Molecular Weight: 366.376

Synonyms:(R)-2-[(2R,3S)-3-Azido-2-(4-benzyloxy-phenyl)-4-oxo-azetidin-1-yl]-propionic acid

Chemical Property of (R)-2-[(2R,3S)-3-Azido-2-(4-benzyloxy-phenyl)-4-oxo-azetidin-1-yl]-propionic acid

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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Technology Process of (R)-2-[(2R,3S)-3-Azido-2-(4-benzyloxy-phenyl)-4-oxo-azetidin-1-yl]-propionic acid

There total 2 articles about (R)-2-[(2R,3S)-3-Azido-2-(4-benzyloxy-phenyl)-4-oxo-azetidin-1-yl]-propionic acid 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: 89.0%

(R)-2-[(2R,3S)-3-Azido-2-(4-benzyloxy-phenyl)-4-oxo-azetidin-1-yl]-propionic acid tert-butyl ester (82101-52-8) → (R)-2-[(2R,3S)-3-Azido-2-(4-benzyloxy-phenyl)-4-oxo-azetidin-1-yl]-propionic acid (82101-49-3)

Guidance literature:

With methoxybenzene; trifluoroacetic acid;

Reference yield:

t-butyl 4-benzyloxybenzylidene-(D)-alaninate (82101-51-7) → (R)-2-[(2R,3S)-3-Azido-2-(4-benzyloxy-phenyl)-4-oxo-azetidin-1-yl]-propionic acid (82101-49-3)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / CH₂Cl₂

2: CF₃COOH / various solvent(s)

With triethylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1246/cl.1982.445

Reference yield: 84.0%

(R)-2-[(2R,3S)-3-Azido-2-(4-benzyloxy-phenyl)-4-oxo-azetidin-1-yl]-propionic acid (82101-49-3) + 2-Amino-N-[(3S,4R)-1-((S)-1-benzyloxymethyl-3-methyl-butyl)-2-oxo-4-phenyl-azetidin-3-yl]-acetamide (82101-56-2) → (R)-2-[(2R,3S)-3-Azido-2-(4-benzyloxy-phenyl)-4-oxo-azetidin-1-yl]-N-{[(3S,4R)-1-((S)-1-benzyloxymethyl-3-methyl-butyl)-2-oxo-4-phenyl-azetidin-3-ylcarbamoyl]-methyl}-propionamide

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide;

DOI:10.1246/cl.1982.445

upstream raw materials:

(R)-2-[(2R,3S)-3-Azido-2-(4-benzyloxy-phenyl)-4-oxo-azetidin-1-yl]-propionic acid tert-butyl ester

t-butyl 4-benzyloxybenzylidene-(D)-alaninate

Downstream raw materials:

L-tyrosyl-D-alanylglycyl-L-phenylalanyl-L-leucinol

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