5-[4-(3-nitro-phenyl)-piperazin-1-yl]-5-oxo-2-(2,4,6-trimethyl-benzenesulfonylamino)-pentanoic acid tert-butyl ester

Base Information

• Chemical Name: 5-[4-(3-nitro-phenyl)-piperazin-1-yl]-5-oxo-2-(2,4,6-trimethyl-benzenesulfonylamino)-pentanoic acid tert-butyl ester
• CAS No.: 716377-46-7
• Molecular Formula: C₂₈H₃₈N₄O₇S
• Molecular Weight: 574.698

Synonyms:5-[4-(3-nitro-phenyl)-piperazin-1-yl]-5-oxo-2-(2,4,6-trimethyl-benzenesulfonylamino)-pentanoic acid tert-butyl ester

Chemical Property of 5-[4-(3-nitro-phenyl)-piperazin-1-yl]-5-oxo-2-(2,4,6-trimethyl-benzenesulfonylamino)-pentanoic acid tert-butyl ester

Chemical Property:

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Technology Process of 5-[4-(3-nitro-phenyl)-piperazin-1-yl]-5-oxo-2-(2,4,6-trimethyl-benzenesulfonylamino)-pentanoic acid tert-butyl ester

There total 2 articles about 5-[4-(3-nitro-phenyl)-piperazin-1-yl]-5-oxo-2-(2,4,6-trimethyl-benzenesulfonylamino)-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) + 2-(2,4,6-trimethyl-benzenesulfonylamino)-pentanedioic acid 1-tert-butyl ester → 5-[4-(3-nitro-phenyl)-piperazin-1-yl]-5-oxo-2-(2,4,6-trimethyl-benzenesulfonylamino)-pentanoic acid tert-butyl ester (716377-46-7)

Guidance literature:

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

DOI:10.1016/j.bmcl.2004.02.075

Reference yield:

3-fluoro-1-nitrobenzene (402-67-5) → 5-[4-(3-nitro-phenyl)-piperazin-1-yl]-5-oxo-2-(2,4,6-trimethyl-benzenesulfonylamino)-pentanoic acid tert-butyl ester (716377-46-7)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylsulfoxide / 100 °C

2: EDCI; HOBt; i-Pr₂NEt / dimethylformamide

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

DOI:10.1016/j.bmcl.2004.02.075

Reference yield:

5-[4-(3-nitro-phenyl)-piperazin-1-yl]-5-oxo-2-(2,4,6-trimethyl-benzenesulfonylamino)-pentanoic acid tert-butyl ester (716377-46-7) → (S)-5-Oxo-5-{4-[3-(1,4,5,6-tetrahydro-pyrimidin-2-ylamino)-phenyl]-piperazin-1-yl}-2-(2,4,6-trimethyl-benzenesulfonylamino)-pentanoic acid

Guidance literature:

Multi-step reaction with 3 steps

1: Fe; aq. NH₄Cl / ethanol

2: HgCl₂; Et₃N / dimethylformamide

3: TFA / CH₂Cl₂

With iron; ammonium chloride; triethylamine; trifluoroacetic acid; mercury dichloride; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2004.02.075

upstream raw materials:

1-(3-nitrophenyl)piperazine

3-fluoro-1-nitrobenzene

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