4-tert-butyl N^α-((bicyclo[2.2.1]heptan-2-yl)acetyl)-N-{4-[4-(3-chlorophenyl)piperazin-1-yl]butyl}-L-aspartamide

Base Information

• Chemical Name: 4-tert-butyl N^α-((bicyclo[2.2.1]heptan-2-yl)acetyl)-N-{4-[4-(3-chlorophenyl)piperazin-1-yl]butyl}-L-aspartamide
• CAS No.: 936823-89-1
• Molecular Formula: C₃₁H₄₇ClN₄O₄
• Molecular Weight: 575.192

Synonyms:4-tert-butyl N^α-((bicyclo[2.2.1]heptan-2-yl)acetyl)-N-{4-[4-(3-chlorophenyl)piperazin-1-yl]butyl}-L-aspartamide

Chemical Property of 4-tert-butyl N^α-((bicyclo[2.2.1]heptan-2-yl)acetyl)-N-{4-[4-(3-chlorophenyl)piperazin-1-yl]butyl}-L-aspartamide

Chemical Property:

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Technology Process of 4-tert-butyl N^α-((bicyclo[2.2.1]heptan-2-yl)acetyl)-N-{4-[4-(3-chlorophenyl)piperazin-1-yl]butyl}-L-aspartamide

There total 5 articles about 4-tert-butyl N^α-((bicyclo[2.2.1]heptan-2-yl)acetyl)-N-{4-[4-(3-chlorophenyl)piperazin-1-yl]butyl}-L-aspartamide 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: 78.0%

4-tert-butyl N-((bicyclo[2.2.1]heptan-2-yl)acetyl)-L-aspartate (936823-87-9) + 4-(4-(3-chlorophenyl)-piperazin-1-yl)-butan-1-amine → 4-tert-butyl Nα-((bicyclo[2.2.1]heptan-2-yl)acetyl)-N-{4-[4-(3-chlorophenyl)piperazin-1-yl]butyl}-L-aspartamide (936823-89-1)

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1016/j.bmc.2007.02.018

Reference yield:

1-benzyl 4-tert-butyl N-((bicyclo[2.2.1]heptan-2-yl)acetyl)-L-aspartate (936823-86-8) → 4-tert-butyl Nα-((bicyclo[2.2.1]heptan-2-yl)acetyl)-N-{4-[4-(3-chlorophenyl)piperazin-1-yl]butyl}-L-aspartamide (936823-89-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / hydrogen / Pd/C / methanol / 4 h / 20 °C

2: 78 percent / (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium PF₆; triethylamine / CH₂Cl₂ / 12 h / 20 °C

With hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1016/j.bmc.2007.02.018

Reference yield:

Fmoc-(tBu)Asp-OH (71989-14-5) → 4-tert-butyl Nα-((bicyclo[2.2.1]heptan-2-yl)acetyl)-N-{4-[4-(3-chlorophenyl)piperazin-1-yl]butyl}-L-aspartamide (936823-89-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 86 percent / tetrabutylammonium bromide; K₂CO₃ / acetonitrile / 12 h / 20 °C

2: piperidine / dimethylformamide / 1 h / 20 °C

3: 71 percent / (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium PF₆; triethylamine / CH₂Cl₂ / 8 h / 20 °C

4: 91 percent / hydrogen / Pd/C / methanol / 4 h / 20 °C

5: 78 percent / (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium PF₆; triethylamine / CH₂Cl₂ / 12 h / 20 °C

With piperidine; tetrabutylammomium bromide; hydrogen; potassium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.bmc.2007.02.018

upstream raw materials:

4-tert-butyl N-((bicyclo[2.2.1]heptan-2-yl)acetyl)-L-aspartate

1-benzyl 4-tert-butyl N-((bicyclo[2.2.1]heptan-2-yl)acetyl)-L-aspartate

Fmoc-(tBu)Asp-OH

N-(9-fluorenylmethoxycarbonyl)-L-aspartyl β-tert-butyl α-benzyl diester

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