(benzyloxycarbonyl)-L-phenylalanyl-L-leucyl-N^ε-(tert-butoxycarbonyl)-L-lysinal semicarbazone

Base Information

• Chemical Name: (benzyloxycarbonyl)-L-phenylalanyl-L-leucyl-N^ε-(tert-butoxycarbonyl)-L-lysinal semicarbazone
• CAS No.: 122314-30-1
• Molecular Formula: C₃₅H₅₁N₇O₇
• Molecular Weight: 681.833

Synonyms:(benzyloxycarbonyl)-L-phenylalanyl-L-leucyl-N^ε-(tert-butoxycarbonyl)-L-lysinal semicarbazone

Chemical Property of (benzyloxycarbonyl)-L-phenylalanyl-L-leucyl-N^ε-(tert-butoxycarbonyl)-L-lysinal semicarbazone

Chemical Property:

Purity/Quality:

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Technology Process of (benzyloxycarbonyl)-L-phenylalanyl-L-leucyl-N^ε-(tert-butoxycarbonyl)-L-lysinal semicarbazone

There total 5 articles about (benzyloxycarbonyl)-L-phenylalanyl-L-leucyl-N^ε-(tert-butoxycarbonyl)-L-lysinal 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)-Nε-(tert-butoxycarbonyl)-L-lysine methyl ester (2389-49-3) → (benzyloxycarbonyl)-L-phenylalanyl-L-leucyl-Nε-(tert-butoxycarbonyl)-L-lysinal semicarbazone (122314-30-1)

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: 73 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:

tert-butyl-N-[(5S)-5-(benzyloxycarbonylamino)-6-oxo-hexyl]carbamate (122314-13-0) → (benzyloxycarbonyl)-L-phenylalanyl-L-leucyl-Nε-(tert-butoxycarbonyl)-L-lysinal semicarbazone (122314-30-1)

Guidance literature:

Multi-step reaction with 3 steps

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

2: 73 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)-Nε-(tert-butoxycarbonyl)-L-lysinal semicarbazone (122314-18-5) → (benzyloxycarbonyl)-L-phenylalanyl-L-leucyl-Nε-(tert-butoxycarbonyl)-L-lysinal semicarbazone (122314-30-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 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^ε-(tert-butoxycarbonyl)-L-lysinal semicarbazone hydrochloride

N-[N-[(phenylmethoxy)carbonyl]-L-phenylalanyl]-L-leucine

N^α-(benzyloxycarbonyl)-N^ε-(tert-butoxycarbonyl)-L-lysine methyl ester

tert-butyl-N-[(5S)-5-(benzyloxycarbonylamino)-6-oxo-hexyl]carbamate

Downstream raw materials:

(benzyloxycarbonyl)-L-phenylalanyl-L-leucyl-L-lysinal hydrochloride

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