ethyl 6-azido-5-hydroxy-3-oxo-5-phenylheptanoate

Base Information

• Chemical Name: ethyl 6-azido-5-hydroxy-3-oxo-5-phenylheptanoate
• CAS No.: 900517-36-4
• Molecular Formula: C₁₅H₁₉N₃O₄
• Molecular Weight: 305.334
• Mol file: 900517-36-4.mol

Synonyms:ethyl 6-azido-5-hydroxy-3-oxo-5-phenylheptanoate

Chemical Property of ethyl 6-azido-5-hydroxy-3-oxo-5-phenylheptanoate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of ethyl 6-azido-5-hydroxy-3-oxo-5-phenylheptanoate

There total 1 articles about ethyl 6-azido-5-hydroxy-3-oxo-5-phenylheptanoate 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: 72.0%

2-azido-1-phenyl-1-propanone (35947-99-0) + ethyl acetoacetate (141-97-9) → ethyl 6-azido-5-hydroxy-3-oxo-5-phenylheptanoate (900517-36-4)

Guidance literature:

ethyl acetoacetate; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at 0 ℃; for 1h;

2-azido-1-phenyl-1-propanone; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 15h;

DOI:10.1021/jo060593h

Reference yield: 93.0%

ethyl 6-azido-5-hydroxy-3-oxo-5-phenylheptanoate (900517-36-4) → ethyl (Z)-(4-hydroxy-5-methyl-4-phenylpyrrolidin-2-ylidene)acetate (900517-57-9)

Guidance literature:

With triphenylphosphine; In tetrahydrofuran; at 45 ℃; for 24h;

DOI:10.1021/jo060593h

Reference yield:

ethyl 6-azido-5-hydroxy-3-oxo-5-phenylheptanoate (900517-36-4) → methyl (5-methyl-4-phenylpyrrol-2-yl)acetate

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / PPh₃ / tetrahydrofuran / 24 h / 45 °C

2: 77 percent / CF₃CO₂H / CH₂Cl₂ / 1 h / 20 °C

With triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo060593h

upstream raw materials:

2-azido-1-phenyl-1-propanone

ethyl acetoacetate

Downstream raw materials:

ethyl (Z)-(4-hydroxy-5-methyl-4-phenylpyrrolidin-2-ylidene)acetate