tert-butyl (2S)-benzenesulfonylamino-3-[4-{4-(1H-benzimidazol-2-yl)piperazin-1-yl}benzoylamino]propionate

Base Information

• Chemical Name: tert-butyl (2S)-benzenesulfonylamino-3-[4-{4-(1H-benzimidazol-2-yl)piperazin-1-yl}benzoylamino]propionate
• CAS No.: 234080-87-6
• Molecular Formula: C₃₁H₃₆N₆O₅S
• Molecular Weight: 604.73
• Mol file: 234080-87-6.mol

Synonyms:tert-butyl (2S)-benzenesulfonylamino-3-[4-{4-(1H-benzimidazol-2-yl)piperazin-1-yl}benzoylamino]propionate

Chemical Property of tert-butyl (2S)-benzenesulfonylamino-3-[4-{4-(1H-benzimidazol-2-yl)piperazin-1-yl}benzoylamino]propionate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (2S)-benzenesulfonylamino-3-[4-{4-(1H-benzimidazol-2-yl)piperazin-1-yl}benzoylamino]propionate

There total 4 articles about tert-butyl (2S)-benzenesulfonylamino-3-[4-{4-(1H-benzimidazol-2-yl)piperazin-1-yl}benzoylamino]propionate 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: 92.0%

4-{4-(1H-benzimidazol-2-yl)piperazin-1-yl}benzoic acid (234081-99-3) + tert-butyl (2S)-N-benzenesulfonyl-2,3-diaminopropionate (156185-89-6) → tert-butyl (2S)-benzenesulfonylamino-3-[4-{4-(1H-benzimidazol-2-yl)piperazin-1-yl}benzoylamino]propionate (234080-87-6)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1016/j.bmc.2005.10.060

Reference yield:

ethyl 4-{4-(1H-benzimidazol-2-yl)piperazin-1-yl}benzoate (234081-97-1) → tert-butyl (2S)-benzenesulfonylamino-3-[4-{4-(1H-benzimidazol-2-yl)piperazin-1-yl}benzoylamino]propionate (234080-87-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / NaOH / methanol; tetrahydrofuran; H₂O / 5 h / 40 °C

2: 92 percent / 1-hydroxybenzotriazole; N-methylmorpholine; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride / dimethylformamide / 24 h / 20 °C

With 4-methyl-morpholine; sodium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2005.10.060

Reference yield:

4-fluorobenzoic acid ethyl ester (451-46-7) → tert-butyl (2S)-benzenesulfonylamino-3-[4-{4-(1H-benzimidazol-2-yl)piperazin-1-yl}benzoylamino]propionate (234080-87-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 94 percent / dimethylsulfoxide / 20 h / 120 °C

2: 44 percent / dimethylformamide / 28 h / 140 °C

3: 92 percent / NaOH / methanol; tetrahydrofuran; H₂O / 5 h / 40 °C

4: 92 percent / 1-hydroxybenzotriazole; N-methylmorpholine; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride / dimethylformamide / 24 h / 20 °C

With 4-methyl-morpholine; sodium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2005.10.060

upstream raw materials:

4-{4-(1H-benzimidazol-2-yl)piperazin-1-yl}benzoic acid

tert-butyl (2S)-N-benzenesulfonyl-2,3-diaminopropionate

ethyl 4-{4-(1H-benzimidazol-2-yl)piperazin-1-yl}benzoate

4-fluorobenzoic acid ethyl ester