1-[(benzyloxy)carbonyl]-L-prolyl-N⁽⁵⁾-(tert-butoxycarbonyl)-N-{2-[(tert-butoxycarbonyl)amino]ethyl}-L-ornithinamide

Base Information

• Chemical Name: 1-[(benzyloxy)carbonyl]-L-prolyl-N⁽⁵⁾-(tert-butoxycarbonyl)-N-{2-[(tert-butoxycarbonyl)amino]ethyl}-L-ornithinamide
• CAS No.: 911367-34-5
• Molecular Formula: C₃₀H₄₇N₅O₈
• Molecular Weight: 605.732

Synonyms:1-[(benzyloxy)carbonyl]-L-prolyl-N⁽⁵⁾-(tert-butoxycarbonyl)-N-{2-[(tert-butoxycarbonyl)amino]ethyl}-L-ornithinamide

Chemical Property of 1-[(benzyloxy)carbonyl]-L-prolyl-N⁽⁵⁾-(tert-butoxycarbonyl)-N-{2-[(tert-butoxycarbonyl)amino]ethyl}-L-ornithinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 1-[(benzyloxy)carbonyl]-L-prolyl-N⁽⁵⁾-(tert-butoxycarbonyl)-N-{2-[(tert-butoxycarbonyl)amino]ethyl}-L-ornithinamide

There total 4 articles about 1-[(benzyloxy)carbonyl]-L-prolyl-N⁽⁵⁾-(tert-butoxycarbonyl)-N-{2-[(tert-butoxycarbonyl)amino]ethyl}-L-ornithinamide 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: 95.0%

N(5)-(tert-butoxycarbonyl)-N-{2-[(tert-butoxycarbonyl)amino]ethyl}-L-ornithinamide (45293-51-4) + N-Benzyloxycarbonyl-L-proline (1148-11-4) → 1-[(benzyloxy)carbonyl]-L-prolyl-N(5)-(tert-butoxycarbonyl)-N-{2-[(tert-butoxycarbonyl)amino]ethyl}-L-ornithinamide (911367-34-5)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In water; N,N-dimethyl-formamide; at 0 - 20 ℃; for 12h;

Reference yield:

N-BOC-1,2-diaminoethane (57260-73-8) → 1-[(benzyloxy)carbonyl]-L-prolyl-N(5)-(tert-butoxycarbonyl)-N-{2-[(tert-butoxycarbonyl)amino]ethyl}-L-ornithinamide (911367-34-5)

Guidance literature:

Multi-step reaction with 3 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / water; N,N-dimethyl-formamide / 12 h / 0 - 20 °C

2: hydrogen / palladium 10% on activated carbon / ethanol / 4 h / 20 °C

3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / water; N,N-dimethyl-formamide / 12 h / 0 - 20 °C

With hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium 10% on activated carbon; In ethanol; water; N,N-dimethyl-formamide;

Reference yield:

benzyl-{(1S)-4-[(tert-butoxycarbonyl)amino]-1-[({2-[(tert-butoxycarbonyl)amino]ethyl}amino)-carbonyl]butyl}carbamate (33194-29-5) → 1-[(benzyloxy)carbonyl]-L-prolyl-N(5)-(tert-butoxycarbonyl)-N-{2-[(tert-butoxycarbonyl)amino]ethyl}-L-ornithinamide (911367-34-5)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen / palladium 10% on activated carbon / ethanol / 4 h / 20 °C

2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / water; N,N-dimethyl-formamide / 12 h / 0 - 20 °C

With hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium 10% on activated carbon; In ethanol; water; N,N-dimethyl-formamide;

upstream raw materials:

N⁽⁵⁾-(tert-butoxycarbonyl)-N-{2-[(tert-butoxycarbonyl)amino]ethyl}-L-ornithinamide

N-Benzyloxycarbonyl-L-proline

N-BOC-1,2-diaminoethane

benzyl-{(1S)-4-[(tert-butoxycarbonyl)amino]-1-[({2-[(tert-butoxycarbonyl)amino]ethyl}amino)-carbonyl]butyl}carbamate

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