benzyloxycarbonyl-L-alanyl-L-(N^δ-tert-butoxycarbonyl)ornithine benzyl ester

Base Information

• Chemical Name: benzyloxycarbonyl-L-alanyl-L-(N^δ-tert-butoxycarbonyl)ornithine benzyl ester
• CAS No.: 725240-03-9
• Molecular Formula: C₂₈H₃₇N₃O₇
• Molecular Weight: 527.618
• Mol file: 725240-03-9.mol

Synonyms:benzyloxycarbonyl-L-alanyl-L-(N^δ-tert-butoxycarbonyl)ornithine benzyl ester

Chemical Property of benzyloxycarbonyl-L-alanyl-L-(N^δ-tert-butoxycarbonyl)ornithine benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyloxycarbonyl-L-alanyl-L-(N^δ-tert-butoxycarbonyl)ornithine benzyl ester

There total 4 articles about benzyloxycarbonyl-L-alanyl-L-(N^δ-tert-butoxycarbonyl)ornithine benzyl ester 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:

N-Cbz-Ala (1142-20-7) + (S)-benzyl 2-amino-5-((tert-butoxycarbonyl)amino)pentanoate → benzyloxycarbonyl-L-alanyl-L-(Nδ-tert-butoxycarbonyl)ornithine benzyl ester (725240-03-9)

Guidance literature:

With 1-hydroxy-7-aza-benzotriazole; thymidine 5'-phosphate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 0 - 20 ℃; for 16h;

DOI:10.1021/ol049409+

Reference yield:

Fmoc-Orn(Boc)-OH (109425-55-0,118476-89-4) → benzyloxycarbonyl-L-alanyl-L-(Nδ-tert-butoxycarbonyl)ornithine benzyl ester (725240-03-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / DIEA; DMAP / CH₂Cl₂ / 3 h / 0 °C

2: piperidine / CH₂Cl₂ / 0 - 20 °C

3: 3.15 g / DIEA; HOBT; EDCI / CH₂Cl₂ / 0 - 20 °C

With piperidine; dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1021/jo0516887

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → benzyloxycarbonyl-L-alanyl-L-(Nδ-tert-butoxycarbonyl)ornithine benzyl ester (725240-03-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / DIEA; DMAP / CH₂Cl₂ / 3 h / 0 °C

2: piperidine / CH₂Cl₂ / 0 - 20 °C

3: 3.15 g / DIEA; HOBT; EDCI / CH₂Cl₂ / 0 - 20 °C

With piperidine; dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1021/jo0516887

upstream raw materials:

N-Cbz-Ala

Fmoc-Orn(Boc)-OH

benzyl chloroformate

N^δ-tert-butoxycarbonyl-N^α-fluoren-9-ylmethoxycarbonyl-L-ornithine benzyl ester

Downstream raw materials:

(2S)-[(2S)-benzyloxycarbonylaminopropionylamino]-5-{[(3S)-((1S)-methylpropyl)-4-oxooxetane-(2R)-carbonyl]amino}pentanoic acid benzyl ester