(5-{5-[5-({[4-(Acridin-9-ylamino)-phenylcarbamoyl]-methyl}-carbamoyl)-1-methyl-1H-pyrrol-3-ylcarbamoyl]-1-methyl-1H-pyrrol-3-ylcarbamoyl}-1-methyl-1H-pyrrol-3-yl)-carbamic acid tert-butyl ester

Base Information

• Chemical Name: (5-{5-[5-({[4-(Acridin-9-ylamino)-phenylcarbamoyl]-methyl}-carbamoyl)-1-methyl-1H-pyrrol-3-ylcarbamoyl]-1-methyl-1H-pyrrol-3-ylcarbamoyl}-1-methyl-1H-pyrrol-3-yl)-carbamic acid tert-butyl ester
• CAS No.: 126093-05-8
• Molecular Formula: C₄₄H₄₄N₁₀O₆
• Molecular Weight: 808.897
• Mol file: 126093-05-8.mol

Synonyms:(5-{5-[5-({[4-(Acridin-9-ylamino)-phenylcarbamoyl]-methyl}-carbamoyl)-1-methyl-1H-pyrrol-3-ylcarbamoyl]-1-methyl-1H-pyrrol-3-ylcarbamoyl}-1-methyl-1H-pyrrol-3-yl)-carbamic acid tert-butyl ester

Chemical Property of (5-{5-[5-({[4-(Acridin-9-ylamino)-phenylcarbamoyl]-methyl}-carbamoyl)-1-methyl-1H-pyrrol-3-ylcarbamoyl]-1-methyl-1H-pyrrol-3-ylcarbamoyl}-1-methyl-1H-pyrrol-3-yl)-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5-{5-[5-({[4-(Acridin-9-ylamino)-phenylcarbamoyl]-methyl}-carbamoyl)-1-methyl-1H-pyrrol-3-ylcarbamoyl]-1-methyl-1H-pyrrol-3-ylcarbamoyl}-1-methyl-1H-pyrrol-3-yl)-carbamic acid tert-butyl ester

There total 11 articles about (5-{5-[5-({[4-(Acridin-9-ylamino)-phenylcarbamoyl]-methyl}-carbamoyl)-1-methyl-1H-pyrrol-3-ylcarbamoyl]-1-methyl-1H-pyrrol-3-ylcarbamoyl}-1-methyl-1H-pyrrol-3-yl)-carbamic 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: 72.0%

methyl 4-<<<4-<<<4-<<(tert-butyloxy)carbonyl>amino>-1-methyl-pyrrol-2-yl>carbonyl>amino>-1-methyl-pyrrol-2-yl>carbonyl>amino>-1-methyl-pyrrole-2-carboxylic acid (126093-01-4) + glycyl-anilinoacridine (83209-86-3) → (5-{5-[5-({[4-(Acridin-9-ylamino)-phenylcarbamoyl]-methyl}-carbamoyl)-1-methyl-1H-pyrrol-3-ylcarbamoyl]-1-methyl-1H-pyrrol-3-ylcarbamoyl}-1-methyl-1H-pyrrol-3-yl)-carbamic acid tert-butyl ester (126093-05-8)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide; at 0 ℃; for 18h;

DOI:10.1002/jps.2600781106

Reference yield:

4-[(tert-butoxycarbonyl)amino]-1-methyl-1H-pyrrole-2-carboxylic acid (77716-11-1) → (5-{5-[5-({[4-(Acridin-9-ylamino)-phenylcarbamoyl]-methyl}-carbamoyl)-1-methyl-1H-pyrrol-3-ylcarbamoyl]-1-methyl-1H-pyrrol-3-ylcarbamoyl}-1-methyl-1H-pyrrol-3-yl)-carbamic acid tert-butyl ester (126093-05-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / dicyclohexylcarbodiimide, dimethylaminopyridine / CH₂Cl₂ / 4 h

2: 72 percent / aq. NaOH / methanol / 72 h / Heating

3: 72 percent / dicyclohexylcarbodiimide, HOBt / CH₂Cl₂; dimethylformamide / 18 h / 0 °C

With dmap; sodium hydroxide; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/jps.2600781106

Reference yield:

1-Methyl-2-pyrrolecarboxylic acid (6973-60-0) → (5-{5-[5-({[4-(Acridin-9-ylamino)-phenylcarbamoyl]-methyl}-carbamoyl)-1-methyl-1H-pyrrol-3-ylcarbamoyl]-1-methyl-1H-pyrrol-3-ylcarbamoyl}-1-methyl-1H-pyrrol-3-yl)-carbamic acid tert-butyl ester (126093-05-8)

Guidance literature:

Multi-step reaction with 8 steps

1: 90 percent / sodium carbonate / acetone / 18 h / Heating

2: 35 percent / nitric acid, acetic anhydride / 1) -20 deg C, 6 h; 2) room temperature, 4 h

3: H₂ / Ni-raney / ethanol / 12 h / 50 °C

4: 84 percent / CH₂Cl₂ / 12 h / Heating

5: 93 percent / aq. NaOH / methanol / 18 h / Heating

6: 96 percent / dicyclohexylcarbodiimide, dimethylaminopyridine / CH₂Cl₂ / 4 h

7: 72 percent / aq. NaOH / methanol / 72 h / Heating

8: 72 percent / dicyclohexylcarbodiimide, HOBt / CH₂Cl₂; dimethylformamide / 18 h / 0 °C

With dmap; sodium hydroxide; hydrogen; nitric acid; acetic anhydride; sodium carbonate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; Ni-Raney; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1002/jps.2600781106

upstream raw materials:

methyl 4-<<<4-<<<4-<<(tert-butyloxy)carbonyl>amino>-1-methyl-pyrrol-2-yl>carbonyl>amino>-1-methyl-pyrrol-2-yl>carbonyl>amino>-1-methyl-pyrrole-2-carboxylic acid

glycyl-anilinoacridine

1-Methyl-2-pyrrolecarboxylic acid

methyl N-methylpyrrole-2-carboxylate