N^δ-(benzyloxycarbonyl)-N^α-(tert-butyloxycarbonyl)-L-ornitinyl-D-phenylalanine tert-butyl ester

Base Information

• Chemical Name: N^δ-(benzyloxycarbonyl)-N^α-(tert-butyloxycarbonyl)-L-ornitinyl-D-phenylalanine tert-butyl ester
• CAS No.: 250675-62-8
• Molecular Formula: C₃₁H₄₃N₃O₇
• Molecular Weight: 569.698

Synonyms:N^δ-(benzyloxycarbonyl)-N^α-(tert-butyloxycarbonyl)-L-ornitinyl-D-phenylalanine tert-butyl ester

Chemical Property of N^δ-(benzyloxycarbonyl)-N^α-(tert-butyloxycarbonyl)-L-ornitinyl-D-phenylalanine tert-butyl ester

Chemical Property:

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Technology Process of N^δ-(benzyloxycarbonyl)-N^α-(tert-butyloxycarbonyl)-L-ornitinyl-D-phenylalanine tert-butyl ester

There total 1 articles about N^δ-(benzyloxycarbonyl)-N^α-(tert-butyloxycarbonyl)-L-ornitinyl-D-phenylalanine tert-butyl 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: 82.0%

Boc-Orn(Z)-OH (2480-93-5) + D-phenylalanine tert-butyl ester (3081-28-5,6404-30-4,16367-71-8,16874-17-2) → Nδ-(benzyloxycarbonyl)-Nα-(tert-butyloxycarbonyl)-L-ornitinyl-D-phenylalanine tert-butyl ester (250675-62-8)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃;

DOI:10.1248/bpb.22.936

Reference yield:

Nδ-(benzyloxycarbonyl)-Nα-(tert-butyloxycarbonyl)-L-ornitinyl-D-phenylalanine tert-butyl ester (250675-62-8) → 2-(5-amino-2-tert-butoxycarbonylamino-pentanoylamino)-3-phenyl-propionic acid tert-butyl ester

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 3h;

DOI:10.1248/bpb.22.936

Reference yield:

Nδ-(benzyloxycarbonyl)-Nα-(tert-butyloxycarbonyl)-L-ornitinyl-D-phenylalanine tert-butyl ester (250675-62-8) → 2-[2-tert-butoxycarbonylamino-5-(2-methyl-isothioureido)-pentanoylamino]-3-phenyl-propionic acid tert-butyl ester

Guidance literature:

Multi-step reaction with 4 steps

1: H₂ / 10 percent Pd/C / methanol / 3 h / 20 °C

2: CaCO₃ / CHCl₃; H₂O / 20 °C

3: 1.09 g / NH₃(g) / methanol / 3 h / 0 °C

4: acetonitrile / 1 h / 20 °C

With ammonia; hydrogen; calcium carbonate; palladium on activated charcoal; In methanol; chloroform; water; acetonitrile;

DOI:10.1248/bpb.22.936

upstream raw materials:

Boc-Orn(Z)-OH

D-phenylalanine tert-butyl ester

Downstream raw materials:

N^δ-thioureido-N^α-(tert-butoxycarbonyl)-L-norvalinyl-D-phenylalanine tert-butyl ester

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