4-(9-acridinylamino)-N-<4-<<(tert-butyloxy)carbonyl>amino>-1-methyl-pyrrol-2-carbonyl>glycylaniline

Base Information

• Chemical Name: 4-(9-acridinylamino)-N-<4-<<(tert-butyloxy)carbonyl>amino>-1-methyl-pyrrol-2-carbonyl>glycylaniline
• CAS No.: 126093-03-6
• Molecular Formula: C₃₂H₃₂N₆O₄
• Molecular Weight: 564.644
• Mol file: 126093-03-6.mol

Synonyms:4-(9-acridinylamino)-N-<4-<<(tert-butyloxy)carbonyl>amino>-1-methyl-pyrrol-2-carbonyl>glycylaniline

Chemical Property of 4-(9-acridinylamino)-N-<4-<<(tert-butyloxy)carbonyl>amino>-1-methyl-pyrrol-2-carbonyl>glycylaniline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(9-acridinylamino)-N-<4-<<(tert-butyloxy)carbonyl>amino>-1-methyl-pyrrol-2-carbonyl>glycylaniline

There total 7 articles about 4-(9-acridinylamino)-N-<4-<<(tert-butyloxy)carbonyl>amino>-1-methyl-pyrrol-2-carbonyl>glycylaniline 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: 65.0%

4-[(tert-butoxycarbonyl)amino]-1-methyl-1H-pyrrole-2-carboxylic acid (77716-11-1) + glycyl-anilinoacridine (83209-86-3) → 4-(9-acridinylamino)-N-<4-<<(tert-butyloxy)carbonyl>amino>-1-methyl-pyrrol-2-carbonyl>glycylaniline (126093-03-6)

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:

1-Methyl-2-pyrrolecarboxylic acid (6973-60-0) → 4-(9-acridinylamino)-N-<4-<<(tert-butyloxy)carbonyl>amino>-1-methyl-pyrrol-2-carbonyl>glycylaniline (126093-03-6)

Guidance literature:

Multi-step reaction with 6 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: 65 percent / dicyclohexylcarbodiimide, HOBt / CH₂Cl₂; dimethylformamide / 18 h / 0 °C

With 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

Reference yield:

methyl N-methylpyrrole-2-carboxylate (37619-24-2) → 4-(9-acridinylamino)-N-<4-<<(tert-butyloxy)carbonyl>amino>-1-methyl-pyrrol-2-carbonyl>glycylaniline (126093-03-6)

Guidance literature:

Multi-step reaction with 5 steps

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

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

3: 84 percent / CH₂Cl₂ / 12 h / Heating

4: 93 percent / aq. NaOH / methanol / 18 h / Heating

5: 65 percent / dicyclohexylcarbodiimide, HOBt / CH₂Cl₂; dimethylformamide / 18 h / 0 °C

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

DOI:10.1002/jps.2600781106

upstream raw materials:

4-[(tert-butoxycarbonyl)amino]-1-methyl-1H-pyrrole-2-carboxylic acid

glycyl-anilinoacridine

1-Methyl-2-pyrrolecarboxylic acid

methyl N-methylpyrrole-2-carboxylate