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

Base Information

• Chemical Name: methyl N^α,N^δ-bis(benzyloxycarbonyl)-N^α-<3-<(benzyloxycarbonyl)amino>propyl>-L-ornithinate
• CAS No.: 144226-13-1
• Molecular Formula: C₃₃H₃₉N₃O₈
• Molecular Weight: 605.688

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

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

Chemical Property:

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

There total 5 articles about methyl 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:

3-[(benzyloxycarbonyl)amino]propanal (65564-05-8) → methyl Nα,Nδ-bis(benzyloxycarbonyl)-Nα-<3-<(benzyloxycarbonyl)amino>propyl>-L-ornithinate (144226-13-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 4-A molecular sieves / CHCl₃ / 5 h

2: NaBH₃CN, HCl / CHCl₃; dioxane

3: sat. aq. Na₂CO₃ / dioxane / 3 h

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

DOI:10.1021/jm00101a002

Reference yield:

3-[(N-benzyloxycarbonyl)amino]propanol (34637-22-4) → methyl Nα,Nδ-bis(benzyloxycarbonyl)-Nα-<3-<(benzyloxycarbonyl)amino>propyl>-L-ornithinate (144226-13-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 84 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 0.25 h / -65 °C

2: 4-A molecular sieves / CHCl₃ / 5 h

3: NaBH₃CN, HCl / CHCl₃; dioxane

4: sat. aq. Na₂CO₃ / dioxane / 3 h

With hydrogenchloride; oxalyl dichloride; 4 A molecular sieve; sodium cyanoborohydride; sodium carbonate; dimethyl sulfoxide; In 1,4-dioxane; dichloromethane; chloroform;

DOI:10.1021/jm00101a002

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → methyl Nα,Nδ-bis(benzyloxycarbonyl)-Nα-<3-<(benzyloxycarbonyl)amino>propyl>-L-ornithinate (144226-13-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 94 percent / Na₂CO₃ / H₂O / 3 h / 0 - 20 °C

2: 84 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 0.25 h / -65 °C

3: 4-A molecular sieves / CHCl₃ / 5 h

4: NaBH₃CN, HCl / CHCl₃; dioxane

5: sat. aq. Na₂CO₃ / dioxane / 3 h

With hydrogenchloride; oxalyl dichloride; 4 A molecular sieve; sodium cyanoborohydride; sodium carbonate; dimethyl sulfoxide; In 1,4-dioxane; dichloromethane; chloroform; water;

DOI:10.1021/jm00101a002

upstream raw materials:

benzyl chloroformate

(S)-5-Benzyloxycarbonylamino-2-(3-benzyloxycarbonylamino-propylamino)-pentanoic acid methyl ester

3-[(benzyloxycarbonyl)amino]propanal

3-[(N-benzyloxycarbonyl)amino]propanol

Downstream raw materials:

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

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

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

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