5-[4-(3-amino-phenyl)-piperazin-1-yl]-2-ethoxycarbonylamino-5-oxo-pentanoic acid tert-butyl ester

Base Information

• Chemical Name: 5-[4-(3-amino-phenyl)-piperazin-1-yl]-2-ethoxycarbonylamino-5-oxo-pentanoic acid tert-butyl ester
• CAS No.: 716377-50-3
• Molecular Formula: C₂₂H₃₄N₄O₅
• Molecular Weight: 434.536

Synonyms:5-[4-(3-amino-phenyl)-piperazin-1-yl]-2-ethoxycarbonylamino-5-oxo-pentanoic acid tert-butyl ester

Chemical Property of 5-[4-(3-amino-phenyl)-piperazin-1-yl]-2-ethoxycarbonylamino-5-oxo-pentanoic acid tert-butyl ester

Chemical Property:

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Technology Process of 5-[4-(3-amino-phenyl)-piperazin-1-yl]-2-ethoxycarbonylamino-5-oxo-pentanoic acid tert-butyl ester

There total 2 articles about 5-[4-(3-amino-phenyl)-piperazin-1-yl]-2-ethoxycarbonylamino-5-oxo-pentanoic 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:

1-(3-nitrophenyl)piperazine (54054-85-2) → 5-[4-(3-amino-phenyl)-piperazin-1-yl]-2-ethoxycarbonylamino-5-oxo-pentanoic acid tert-butyl ester (716377-50-3)

Guidance literature:

Multi-step reaction with 2 steps

1: EDCI; HOBt; i-Pr₂NEt / dimethylformamide

2: Fe; aq. NH₄Cl / ethanol

With iron; ammonium chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2004.02.075

Reference yield:

2-ethoxycarbonylamino-5-[4-(3-nitro-phenyl)-piperazin-1-yl]-5-oxo-pentanoic acid tert-butyl ester (716377-43-4) → 5-[4-(3-amino-phenyl)-piperazin-1-yl]-2-ethoxycarbonylamino-5-oxo-pentanoic acid tert-butyl ester (716377-50-3)

Guidance literature:

With iron; ammonium chloride; In ethanol;

DOI:10.1016/j.bmcl.2004.02.075

Reference yield:

N,N'-(di-tert-butoxycarbonyl)-3,4,5,6-tetrahydro-1H-2-pyrimidinethione (173300-85-1) + 5-[4-(3-amino-phenyl)-piperazin-1-yl]-2-ethoxycarbonylamino-5-oxo-pentanoic acid tert-butyl ester (716377-50-3) → 2-{3-[4-(4-tert-butoxycarbonyl-4-ethoxycarbonylamino-butyryl)-piperazin-1-yl]-phenylimino}-dihydro-pyrimidine-1,3-dicarboxylic acid di-tert-butyl ester

Guidance literature:

With triethylamine; mercury dichloride; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2004.02.075

upstream raw materials:

2-ethoxycarbonylamino-5-[4-(3-nitro-phenyl)-piperazin-1-yl]-5-oxo-pentanoic acid tert-butyl ester

1-(3-nitrophenyl)piperazine

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