(S)-2-[N-[4-(1-tert-Butoxycarbonylpiperidin-4-yloxy)phenyl]-N-(4-methoxycarbonylbenzoyl)aminomethyl]-1-(1-phenylethylcarbamoylmethyl)-benzimidazole-5-carboxamidine

Base Information

• Chemical Name: (S)-2-[N-[4-(1-tert-Butoxycarbonylpiperidin-4-yloxy)phenyl]-N-(4-methoxycarbonylbenzoyl)aminomethyl]-1-(1-phenylethylcarbamoylmethyl)-benzimidazole-5-carboxamidine
• CAS No.: 247132-64-5
• Molecular Formula: C₄₄H₄₉N₇O₇
• Molecular Weight: 787.916
• Mol file: 247132-64-5.mol

Synonyms:(S)-2-[N-[4-(1-tert-Butoxycarbonylpiperidin-4-yloxy)phenyl]-N-(4-methoxycarbonylbenzoyl)aminomethyl]-1-(1-phenylethylcarbamoylmethyl)-benzimidazole-5-carboxamidine

Chemical Property of (S)-2-[N-[4-(1-tert-Butoxycarbonylpiperidin-4-yloxy)phenyl]-N-(4-methoxycarbonylbenzoyl)aminomethyl]-1-(1-phenylethylcarbamoylmethyl)-benzimidazole-5-carboxamidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-[N-[4-(1-tert-Butoxycarbonylpiperidin-4-yloxy)phenyl]-N-(4-methoxycarbonylbenzoyl)aminomethyl]-1-(1-phenylethylcarbamoylmethyl)-benzimidazole-5-carboxamidine

There total 15 articles about (S)-2-[N-[4-(1-tert-Butoxycarbonylpiperidin-4-yloxy)phenyl]-N-(4-methoxycarbonylbenzoyl)aminomethyl]-1-(1-phenylethylcarbamoylmethyl)-benzimidazole-5-carboxamidine 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:

4-[4-((4-methoxycarbonyl-benzoyl)-{1-[(1-phenyl-ethylcarbamoyl)-methyl]-5-thiocarbamoyl-1H-benzoimidazol-2-ylmethyl}-amino)-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester → (S)-2-[N-[4-(1-tert-Butoxycarbonylpiperidin-4-yloxy)phenyl]-N-(4-methoxycarbonylbenzoyl)aminomethyl]-1-(1-phenylethylcarbamoylmethyl)-benzimidazole-5-carboxamidine (247132-64-5)

Guidance literature:

4-[4-((4-methoxycarbonyl-benzoyl)-{1-[(1-phenyl-ethylcarbamoyl)-methyl]-5-thiocarbamoyl-1H-benzoimidazol-2-ylmethyl}-amino)-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester; With methyl iodide; In methanol; acetone; for 1h; Heating;

With ammonium acetate; In ethanol; at 75 ℃; for 3h;

DOI:10.1016/j.bmcl.2004.06.009

Reference yield:

4-chloro-3-nitrobenzonitrile (939-80-0) → (S)-2-[N-[4-(1-tert-Butoxycarbonylpiperidin-4-yloxy)phenyl]-N-(4-methoxycarbonylbenzoyl)aminomethyl]-1-(1-phenylethylcarbamoylmethyl)-benzimidazole-5-carboxamidine (247132-64-5)

Guidance literature:

Multi-step reaction with 10 steps

1.1: Et₃N / ethanol / 18 h / 20 - 50 °C

2.1: H₂ / Pd/C / tetrahydrofuran / 2 h / 20 °C / 760 Torr

3.1: 1-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline / CHCl₃ / 3 h / 20 °C

4.1: AcOH / 96 h / 90 °C

5.1: aq. Na₂CO₃ / tetrahydrofuran / 12 h / 20 °C

6.1: EDC; HOBt / dimethylformamide / 15 h / 20 °C

7.1: H₂ / Pd/C / tetrahydrofuran / 7 h / 20 °C / 2280 Torr

8.1: Et₃N / CHCl₃ / 18 h / 20 °C

9.1: H₂S; pyridine; Et₃N / 12 h / 20 °C

10.1: MeI / acetone; methanol / 1 h / Heating

10.2: NH₄OAc / ethanol / 3 h / 75 °C

With pyridine; hydrogen sulfide; hydrogen; sodium carbonate; benzotriazol-1-ol; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; methyl iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; chloroform; N,N-dimethyl-formamide; acetone;

DOI:10.1016/j.bmcl.2004.06.009

Reference yield:

tert-butyl 4-(4-aminophenoxy)piperidine-1-carboxylate (138227-63-1) → (S)-2-[N-[4-(1-tert-Butoxycarbonylpiperidin-4-yloxy)phenyl]-N-(4-methoxycarbonylbenzoyl)aminomethyl]-1-(1-phenylethylcarbamoylmethyl)-benzimidazole-5-carboxamidine (247132-64-5)

Guidance literature:

Multi-step reaction with 11 steps

1.1: aq. NaHCO₃ / tetrahydrofuran / 1 h / 20 °C

2.1: NaH / dimethylformamide / 2 h / 20 °C

3.1: NaOH / tetrahydrofuran; ethanol / 1 h / 50 °C

4.1: 1-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline / CHCl₃ / 3 h / 20 °C

5.1: AcOH / 96 h / 90 °C

6.1: aq. Na₂CO₃ / tetrahydrofuran / 12 h / 20 °C

7.1: EDC; HOBt / dimethylformamide / 15 h / 20 °C

8.1: H₂ / Pd/C / tetrahydrofuran / 7 h / 20 °C / 2280 Torr

9.1: Et₃N / CHCl₃ / 18 h / 20 °C

10.1: H₂S; pyridine; Et₃N / 12 h / 20 °C

11.1: MeI / acetone; methanol / 1 h / Heating

11.2: NH₄OAc / ethanol / 3 h / 75 °C

With pyridine; sodium hydroxide; hydrogen sulfide; hydrogen; sodium hydride; sodium hydrogencarbonate; sodium carbonate; benzotriazol-1-ol; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; methyl iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; chloroform; N,N-dimethyl-formamide; acetone;

DOI:10.1016/j.bmcl.2004.06.009

upstream raw materials:

4-chloro-3-nitrobenzonitrile

tert-butyl 4-(4-aminophenoxy)piperidine-1-carboxylate

tert-butyl 4-(4-nitrophenoxy)piperidine-1-carboxylate

N-(2-amino-4-cyanophenyl)glycine tert-butyl ester