methyl N^α-[(1-benzyloxycarbonylindolin-5-yl)carbonyl]-N^δ-[2-(ethoxycarbonyl)cyclopropylcarbonyl]-L-ornithinate

Base Information

• Chemical Name: methyl N^α-[(1-benzyloxycarbonylindolin-5-yl)carbonyl]-N^δ-[2-(ethoxycarbonyl)cyclopropylcarbonyl]-L-ornithinate
• CAS No.: 194206-09-2
• Molecular Formula: C₃₀H₃₅N₃O₈
• Molecular Weight: 565.623

Synonyms:methyl N^α-[(1-benzyloxycarbonylindolin-5-yl)carbonyl]-N^δ-[2-(ethoxycarbonyl)cyclopropylcarbonyl]-L-ornithinate

Chemical Property of methyl N^α-[(1-benzyloxycarbonylindolin-5-yl)carbonyl]-N^δ-[2-(ethoxycarbonyl)cyclopropylcarbonyl]-L-ornithinate

Chemical Property:

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Technology Process of methyl N^α-[(1-benzyloxycarbonylindolin-5-yl)carbonyl]-N^δ-[2-(ethoxycarbonyl)cyclopropylcarbonyl]-L-ornithinate

There total 7 articles about methyl N^α-[(1-benzyloxycarbonylindolin-5-yl)carbonyl]-N^δ-[2-(ethoxycarbonyl)cyclopropylcarbonyl]-L-ornithinate 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:

Nα-benzyloxycarbonyl-L-ornithine (2640-58-6) → methyl Nα-[(1-benzyloxycarbonylindolin-5-yl)carbonyl]-Nδ-[2-(ethoxycarbonyl)cyclopropylcarbonyl]-L-ornithinate (194206-09-2)

Guidance literature:

Multi-step reaction with 4 steps

1: K₂CO₃ / CH₂Cl₂ / 8 h

2: thionyl chloride / 2 h / Heating

3: 76 percent / H₂ / 5percent Pd/C / methanol / 10 h

4: aq. K₂CO₃ / CH₂Cl₂ / 10 h / Ambient temperature

With thionyl chloride; hydrogen; potassium carbonate; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1248/cpb.45.1146

Reference yield:

D,L-Trans-2-Ethoxycarbonylcyclopropane-1-carboxylic acid (167113-73-7) → methyl Nα-[(1-benzyloxycarbonylindolin-5-yl)carbonyl]-Nδ-[2-(ethoxycarbonyl)cyclopropylcarbonyl]-L-ornithinate (194206-09-2)

Guidance literature:

Multi-step reaction with 5 steps

1: thionyl chloride / dimethylformamide / 1 h / Heating

2: K₂CO₃ / CH₂Cl₂ / 8 h

3: thionyl chloride / 2 h / Heating

4: 76 percent / H₂ / 5percent Pd/C / methanol / 10 h

5: aq. K₂CO₃ / CH₂Cl₂ / 10 h / Ambient temperature

With thionyl chloride; hydrogen; potassium carbonate; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.45.1146

Reference yield:

2-chlorocarbonyl-cyclopropanecarboxylic acid ethyl ester (178687-20-2) → methyl Nα-[(1-benzyloxycarbonylindolin-5-yl)carbonyl]-Nδ-[2-(ethoxycarbonyl)cyclopropylcarbonyl]-L-ornithinate (194206-09-2)

Guidance literature:

Multi-step reaction with 4 steps

1: K₂CO₃ / CH₂Cl₂ / 8 h

2: thionyl chloride / 2 h / Heating

3: 76 percent / H₂ / 5percent Pd/C / methanol / 10 h

4: aq. K₂CO₃ / CH₂Cl₂ / 10 h / Ambient temperature

With thionyl chloride; hydrogen; potassium carbonate; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1248/cpb.45.1146

upstream raw materials:

5-Chlorocarbonyl-2,3-dihydro-indole-1-carboxylic acid benzyl ester

methyl N^δ-[2-(ethoxycarbonyl)cyclopropylcarbonyl]-L-orthinate

Nα-benzyloxycarbonyl-L-ornithine

D,L-Trans-2-Ethoxycarbonylcyclopropane-1-carboxylic acid

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