N^α,N^δ-bis(benzyloxycarbonyl)-N^α-<3-<(benzyloxycarbonyl)amino>propyl>-L-ornithinate

Base Information

• Chemical Name: N^α,N^δ-bis(benzyloxycarbonyl)-N^α-<3-<(benzyloxycarbonyl)amino>propyl>-L-ornithinate
• CAS No.: 144226-14-2
• Molecular Formula: C₃₂H₃₇N₃O₈
• Molecular Weight: 591.661

Synonyms:N^α,N^δ-bis(benzyloxycarbonyl)-N^α-<3-<(benzyloxycarbonyl)amino>propyl>-L-ornithinate

Chemical Property of N^α,N^δ-bis(benzyloxycarbonyl)-N^α-<3-<(benzyloxycarbonyl)amino>propyl>-L-ornithinate

Chemical Property:

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Technology Process of N^α,N^δ-bis(benzyloxycarbonyl)-N^α-<3-<(benzyloxycarbonyl)amino>propyl>-L-ornithinate

There total 10 articles about N^α,N^δ-bis(benzyloxycarbonyl)-N^α-<3-<(benzyloxycarbonyl)amino>propyl>-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: 93.0%

benzyl Nα,Nδ-bis(benzyloxycarbonyl)-Nα-<3-<(benzyloxycarbonyl)amino>propyl>-L-ornithinate (144226-12-0) → Nα,Nδ-bis(benzyloxycarbonyl)-Nα-<3-<(benzyloxycarbonyl)amino>propyl>-L-ornithinate (144226-14-2)

Guidance literature:

With sodium hydroxide; In methanol; for 3h;

DOI:10.1021/jm00101a002

Reference yield: 92.0%

methyl Nα,Nδ-bis(benzyloxycarbonyl)-Nα-<3-<(benzyloxycarbonyl)amino>propyl>-L-ornithinate (144226-13-1) → Nα,Nδ-bis(benzyloxycarbonyl)-Nα-<3-<(benzyloxycarbonyl)amino>propyl>-L-ornithinate (144226-14-2)

Guidance literature:

With sodium hydroxide; In methanol; for 3h;

DOI:10.1021/jm00101a002

Reference yield:

3-[(benzyloxycarbonyl)amino]propanal (65564-05-8) → Nα,Nδ-bis(benzyloxycarbonyl)-Nα-<3-<(benzyloxycarbonyl)amino>propyl>-L-ornithinate (144226-14-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 4-A molecular sieves / CHCl₃ / 5 h

2: NaBH₃CN, HCl / CHCl₃; dioxane

3: sat. aq. Na₂CO₃ / dioxane / 3 h

4: 92 percent / 1N aq. NaOH / methanol / 3 h

With hydrogenchloride; sodium hydroxide; 4 A molecular sieve; sodium cyanoborohydride; sodium carbonate; In 1,4-dioxane; methanol; chloroform;

DOI:10.1021/jm00101a002

upstream raw materials:

methyl N^α,N^δ-bis(benzyloxycarbonyl)-N^α-<3-<(benzyloxycarbonyl)amino>propyl>-L-ornithinate

benzyl N^α,N^δ-bis(benzyloxycarbonyl)-N^α-<3-<(benzyloxycarbonyl)amino>propyl>-L-ornithinate

3-[(benzyloxycarbonyl)amino]propanal

3-[(N-benzyloxycarbonyl)amino]propanol

Downstream raw materials:

succinyl N^α,N^δ-bis(benzyloxycarbonyl)-N^α-<3-<(benzyloxycarbonyl)amino>propyl>-L-ornithinate

N-<4-phenethyl>-N^α,N^δ-bis(benzyloxycarbonyl)-N^α-<3-<(benzyloxycarbonyl)amino>propyl>-L-ornithinate

N-<3,4-bis(benzyloxy)phenethyl>-N^α,N^δ-bis(benzyloxycarbonyl)-N^α-<3-<(benzyloxycarbonyl)amino>propyl>-L-ornithinate

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