5-benzyloxy-7-{3-[5-(4-carboxy-thiazol-2-ylcarbamoyl)-1-methyl-1H-pyrrol-3-ylcarbamoyl]-propionylamino}-1-chloromethyl-1,2-dihydro-benzo[e]indole-3-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 5-benzyloxy-7-{3-[5-(4-carboxy-thiazol-2-ylcarbamoyl)-1-methyl-1H-pyrrol-3-ylcarbamoyl]-propionylamino}-1-chloromethyl-1,2-dihydro-benzo[e]indole-3-carboxylic acid tert-butyl ester
• CAS No.: 536738-65-5
• Molecular Formula: C₃₉H₃₉ClN₆O₈S
• Molecular Weight: 787.293
• Mol file: 536738-65-5.mol

Synonyms:5-benzyloxy-7-{3-[5-(4-carboxy-thiazol-2-ylcarbamoyl)-1-methyl-1H-pyrrol-3-ylcarbamoyl]-propionylamino}-1-chloromethyl-1,2-dihydro-benzo[e]indole-3-carboxylic acid tert-butyl ester

Chemical Property of 5-benzyloxy-7-{3-[5-(4-carboxy-thiazol-2-ylcarbamoyl)-1-methyl-1H-pyrrol-3-ylcarbamoyl]-propionylamino}-1-chloromethyl-1,2-dihydro-benzo[e]indole-3-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-benzyloxy-7-{3-[5-(4-carboxy-thiazol-2-ylcarbamoyl)-1-methyl-1H-pyrrol-3-ylcarbamoyl]-propionylamino}-1-chloromethyl-1,2-dihydro-benzo[e]indole-3-carboxylic acid tert-butyl ester

There total 6 articles about 5-benzyloxy-7-{3-[5-(4-carboxy-thiazol-2-ylcarbamoyl)-1-methyl-1H-pyrrol-3-ylcarbamoyl]-propionylamino}-1-chloromethyl-1,2-dihydro-benzo[e]indole-3-carboxylic 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: 60.0%

5-(benzyloxy)-1-(chloromethyl)-7-(3-{5-[4-(ethoxycarbonyl)-1,3-thiazol-2-ylcarbamoyl]-1-methyl-1H-pyrrol-3-ylcarbamoyl}propanoylamino)-2,3-dihydro-1H-benzo[e]indole-3-carboxylic acid tert-butyl ester (536738-64-4) → 5-benzyloxy-7-{3-[5-(4-carboxy-thiazol-2-ylcarbamoyl)-1-methyl-1H-pyrrol-3-ylcarbamoyl]-propionylamino}-1-chloromethyl-1,2-dihydro-benzo[e]indole-3-carboxylic acid tert-butyl ester (536738-65-5)

Guidance literature:

With sodium hydroxide; In methanol; at 20 ℃;

DOI:10.1515/HC.2002.8.6.521

Reference yield:

1-methyl-4-nitro-pyrrol-2-carboxylic acid (13138-78-8) → 5-benzyloxy-7-{3-[5-(4-carboxy-thiazol-2-ylcarbamoyl)-1-methyl-1H-pyrrol-3-ylcarbamoyl]-propionylamino}-1-chloromethyl-1,2-dihydro-benzo[e]indole-3-carboxylic acid tert-butyl ester (536738-65-5)

Guidance literature:

Multi-step reaction with 5 steps

1: thionyl chloride / 2 h / 60 °C

2: 1.5 g / triethylamine / tetrahydrofuran / 10 h / 20 °C

3: hydrogen / 10 percent Pd/C / methanol / 2.5 h / 20 °C

4: benzotriazolol; EDCI / dimethylformamide / 12 h / 20 °C

5: 60 percent / aq. NaOH / methanol / 20 °C

With sodium hydroxide; thionyl chloride; 4-hydroxybenzotriazole; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 10% palladium on active carbon; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1515/HC.2002.8.6.521

Reference yield:

2-[(1-methyl-4-nitro-1H-pyrrol-2-ylcarbonyl)amino]-1,3-thiazole-4-carboxylic acid ethyl ester (123724-93-6) → 5-benzyloxy-7-{3-[5-(4-carboxy-thiazol-2-ylcarbamoyl)-1-methyl-1H-pyrrol-3-ylcarbamoyl]-propionylamino}-1-chloromethyl-1,2-dihydro-benzo[e]indole-3-carboxylic acid tert-butyl ester (536738-65-5)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogen / 10 percent Pd/C / methanol / 2.5 h / 20 °C

2: benzotriazolol; EDCI / dimethylformamide / 12 h / 20 °C

3: 60 percent / aq. NaOH / methanol / 20 °C

With sodium hydroxide; 4-hydroxybenzotriazole; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 10% palladium on active carbon; In methanol; N,N-dimethyl-formamide;

DOI:10.1515/HC.2002.8.6.521

upstream raw materials:

5-(benzyloxy)-1-(chloromethyl)-7-(3-{5-[4-(ethoxycarbonyl)-1,3-thiazol-2-ylcarbamoyl]-1-methyl-1H-pyrrol-3-ylcarbamoyl}propanoylamino)-2,3-dihydro-1H-benzo[e]indole-3-carboxylic acid tert-butyl ester

1-methyl-4-nitro-pyrrol-2-carboxylic acid

2-[(1-methyl-4-nitro-1H-pyrrol-2-ylcarbonyl)amino]-1,3-thiazole-4-carboxylic acid ethyl ester

1-methyl-4-nitro-1H-pyrrole-2-carbonyl chloride

Downstream raw materials:

C₆₃H₆₁Cl₂N₉O₁₀S

C₆₆H₆₇Cl₂N₉O₁₁S