(benzyloxycarbonyl)-L-leucyl-L-valyl-N^δ-(tert-butoxycarbonyl)-L-ornithinal semicarbazone

Base Information

• Chemical Name: (benzyloxycarbonyl)-L-leucyl-L-valyl-N^δ-(tert-butoxycarbonyl)-L-ornithinal semicarbazone
• CAS No.: 122314-34-5
• Molecular Formula: C₃₀H₄₉N₇O₇
• Molecular Weight: 619.762

Synonyms:(benzyloxycarbonyl)-L-leucyl-L-valyl-N^δ-(tert-butoxycarbonyl)-L-ornithinal semicarbazone

Chemical Property of (benzyloxycarbonyl)-L-leucyl-L-valyl-N^δ-(tert-butoxycarbonyl)-L-ornithinal semicarbazone

Chemical Property:

Purity/Quality:

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Technology Process of (benzyloxycarbonyl)-L-leucyl-L-valyl-N^δ-(tert-butoxycarbonyl)-L-ornithinal semicarbazone

There total 5 articles about (benzyloxycarbonyl)-L-leucyl-L-valyl-N^δ-(tert-butoxycarbonyl)-L-ornithinal semicarbazone 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)-Nδ-(tert-butoxycarbonyl)-L-ornithine methyl ester (32393-52-5) → (benzyloxycarbonyl)-L-leucyl-L-valyl-Nδ-(tert-butoxycarbonyl)-L-ornithinal semicarbazone (122314-34-5)

Guidance literature:

Multi-step reaction with 4 steps

1: diisobutylaluminum hydride (DIBAL) / toluene; hexane / 3 h / -50 °C

2: sodium acetate / ethanol; H₂O / 0.75 h / Heating

3: 76 percent / H₂, 1 M hydrochloric acid / 10percent Pd/C / methanol / 3.5 h

4: triethylamine / CHCl₃ / 3 h / 0 °C

With hydrogenchloride; hydrogen; sodium acetate; diisobutylaluminium hydride; triethylamine; palladium on activated charcoal; In methanol; ethanol; hexane; chloroform; water; toluene;

DOI:10.1021/jm00163a014

Reference yield:

((S)-4-tert-Butoxycarbonylamino-1-formyl-butyl)-carbamic acid benzyl ester (122314-14-1) → (benzyloxycarbonyl)-L-leucyl-L-valyl-Nδ-(tert-butoxycarbonyl)-L-ornithinal semicarbazone (122314-34-5)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium acetate / ethanol; H₂O / 0.75 h / Heating

2: 76 percent / H₂, 1 M hydrochloric acid / 10percent Pd/C / methanol / 3.5 h

3: triethylamine / CHCl₃ / 3 h / 0 °C

With hydrogenchloride; hydrogen; sodium acetate; triethylamine; palladium on activated charcoal; In methanol; ethanol; chloroform; water;

DOI:10.1021/jm00163a014

Reference yield:

Nα-(benzyloxycarbonyl)-Nδ-(tert-butoxycarbonyl)-L-ornithinal semicarbazone (122314-19-6) → (benzyloxycarbonyl)-L-leucyl-L-valyl-Nδ-(tert-butoxycarbonyl)-L-ornithinal semicarbazone (122314-34-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / H₂, 1 M hydrochloric acid / 10percent Pd/C / methanol / 3.5 h

2: triethylamine / CHCl₃ / 3 h / 0 °C

With hydrogenchloride; hydrogen; triethylamine; palladium on activated charcoal; In methanol; chloroform;

DOI:10.1021/jm00163a014

upstream raw materials:

N^δ-(tert-butoxycarbonyl)-L-ornithinal semicarbazone hydrochloride

Z-Leu-Val

N^α-(benzyloxycarbonyl)-N^δ-(tert-butoxycarbonyl)-L-ornithine methyl ester

((S)-4-tert-Butoxycarbonylamino-1-formyl-butyl)-carbamic acid benzyl ester

Downstream raw materials:

(benzyloxycarbonyl)-L-leucyl-L-valyl-L-ornithinal hydrochloride

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