2-[N-Benzyloxycarbonyl-N-[4-(1-tert-butoxycarbonylpiperidin-4-yloxy)phenyl]-aminomethyl]-5-cyanobenzimidazole-1-acetic Acid

Base Information

• Chemical Name: 2-[N-Benzyloxycarbonyl-N-[4-(1-tert-butoxycarbonylpiperidin-4-yloxy)phenyl]-aminomethyl]-5-cyanobenzimidazole-1-acetic Acid
• CAS No.: 247132-61-2
• Molecular Formula: C₃₅H₃₇N₅O₇
• Molecular Weight: 639.708
• Mol file: 247132-61-2.mol

Synonyms:2-[N-Benzyloxycarbonyl-N-[4-(1-tert-butoxycarbonylpiperidin-4-yloxy)phenyl]-aminomethyl]-5-cyanobenzimidazole-1-acetic Acid

Chemical Property of 2-[N-Benzyloxycarbonyl-N-[4-(1-tert-butoxycarbonylpiperidin-4-yloxy)phenyl]-aminomethyl]-5-cyanobenzimidazole-1-acetic Acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[N-Benzyloxycarbonyl-N-[4-(1-tert-butoxycarbonylpiperidin-4-yloxy)phenyl]-aminomethyl]-5-cyanobenzimidazole-1-acetic Acid

There total 8 articles about 2-[N-Benzyloxycarbonyl-N-[4-(1-tert-butoxycarbonylpiperidin-4-yloxy)phenyl]-aminomethyl]-5-cyanobenzimidazole-1-acetic Acid 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:

di-tert-butyl dicarbonate (24424-99-5) + 4-[4-[N-Benzyloxycarbonyl-N-(2-tert-butoxycarbonylmethylamino-5-cyanophenyl)carbamoylmethylamino]phenoxy]piperidine-1-carboxylic Acid tert-Butyl Ester (247132-60-1) → 2-[N-Benzyloxycarbonyl-N-[4-(1-tert-butoxycarbonylpiperidin-4-yloxy)phenyl]-aminomethyl]-5-cyanobenzimidazole-1-acetic Acid (247132-61-2)

Guidance literature:

With sodium carbonate; In acetic acid;

Reference yield:

tert-butyl 4-(4-nitrophenoxy)piperidine-1-carboxylate (138227-62-0) → 2-[N-Benzyloxycarbonyl-N-[4-(1-tert-butoxycarbonylpiperidin-4-yloxy)phenyl]-aminomethyl]-5-cyanobenzimidazole-1-acetic Acid (247132-61-2)

Guidance literature:

Multi-step reaction with 7 steps

1: H₂ / Pd/C / ethanol; tetrahydrofuran / 3 h / 20 °C / 2280 Torr

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

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

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

5: 1-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline / CHCl₃ / 3 h / 20 °C

6: AcOH / 96 h / 90 °C

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

With sodium hydroxide; hydrogen; sodium hydride; sodium hydrogencarbonate; sodium carbonate; acetic acid; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; palladium on activated charcoal; In tetrahydrofuran; ethanol; chloroform; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2004.06.009

Reference yield:

N-(4-Cyano-2-nitrophenyl)glycine tert-butyl ester (247132-58-7) → 2-[N-Benzyloxycarbonyl-N-[4-(1-tert-butoxycarbonylpiperidin-4-yloxy)phenyl]-aminomethyl]-5-cyanobenzimidazole-1-acetic Acid (247132-61-2)

Guidance literature:

Multi-step reaction with 4 steps

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

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

3: AcOH / 96 h / 90 °C

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

With hydrogen; sodium carbonate; acetic acid; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; palladium on activated charcoal; In tetrahydrofuran; chloroform;

DOI:10.1016/j.bmcl.2004.06.009

upstream raw materials:

di-tert-butyl dicarbonate

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

Downstream raw materials:

2-[N-[4-(1-tert-butoxycarbonylpiperidin-4-yloxy)phenyl]-N-(4-methoxycarbonylbenzoyl)aminomethyl]-1-(cyclohexylcarbamoylmethyl)-benzimidazole-5-carboxamidine

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