5-Acetyl-N⁵benzyloxy-N²-(tert-butoxycarbonyl)-L-ornithyl>-N⁵-acetyl-N⁵-benzyloxy-L-ornithin-tert-butylester

Base Information

• Chemical Name: 5-Acetyl-N⁵benzyloxy-N²-(tert-butoxycarbonyl)-L-ornithyl>-N⁵-acetyl-N⁵-benzyloxy-L-ornithin-tert-butylester
• CAS No.: 92413-00-8
• Molecular Formula: C₃₇H₅₄N₄O₉
• Molecular Weight: 698.857

Synonyms:5-Acetyl-N⁵benzyloxy-N²-(tert-butoxycarbonyl)-L-ornithyl>-N⁵-acetyl-N⁵-benzyloxy-L-ornithin-tert-butylester

Chemical Property of 5-Acetyl-N⁵benzyloxy-N²-(tert-butoxycarbonyl)-L-ornithyl>-N⁵-acetyl-N⁵-benzyloxy-L-ornithin-tert-butylester

Chemical Property:

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Technology Process of 5-Acetyl-N⁵benzyloxy-N²-(tert-butoxycarbonyl)-L-ornithyl>-N⁵-acetyl-N⁵-benzyloxy-L-ornithin-tert-butylester

There total 1 articles about 5-Acetyl-N⁵benzyloxy-N²-(tert-butoxycarbonyl)-L-ornithyl>-N⁵-acetyl-N⁵-benzyloxy-L-ornithin-tert-butylester 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:

N2-(tert-butoxycarbonyl)-N5-acetyl-N5-(benzyloxy)-L-ornithine (52816-29-2) + N5-Acetyl-N5-benzyloxy-L-ornithin-tert-butylester (92412-95-8) → 5-Acetyl-N5benzyloxy-N2-(tert-butoxycarbonyl)-L-ornithyl>-N5-acetyl-N5-benzyloxy-L-ornithin-tert-butylester (92413-00-8)

Guidance literature:

With 4-methyl-morpholine; isobutyl chloroformate; Yield given. Multistep reaction; 1.) THF, -15 deg C, 15 min; 2.) THF, -15 deg C, 30 min, 4 h, -15 to 25 deg C;

DOI:10.1002/jlac.198419840805

Reference yield: 55.0%

5-Acetyl-N5benzyloxy-N2-(tert-butoxycarbonyl)-L-ornithyl>-N5-acetyl-N5-benzyloxy-L-ornithin-tert-butylester (92413-00-8) → (N5-Acetyl-N5-benzyloxy-L-ornithyl)-N5-acetyl-N5-benzyloxy-L-ornithin-tert-butylester (92413-01-9)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 20h;

DOI:10.1002/jlac.198419840805

Reference yield:

5-Acetyl-N5benzyloxy-N2-(tert-butoxycarbonyl)-L-ornithyl>-N5-acetyl-N5-benzyloxy-L-ornithin-tert-butylester (92413-00-8) → 5-Acetyl-N5-benzyloxy-N2-(benzyloxycarbonyl)-L-ornithyl>-5-acetyl-N5-benzyloxy-L-ornithyl>-N5-acetyl-N5-benzyloxy-L-ornithin-tert-butylester

Guidance literature:

Multi-step reaction with 2 steps

1: 55 percent / trifluoro acetic acid / CH₂Cl₂ / 20 h / 0 °C

2: 1.) N-methyl morpholine, (isoC₄H₉O)COCl / 1.) THF, -15 deg C, 15 min; 2.) THF, -15 deg C, 30 min, 4 h, -15 to 25 deg C

With 4-methyl-morpholine; trifluoroacetic acid; isobutyl chloroformate; In dichloromethane;

DOI:10.1002/jlac.198419840805

upstream raw materials:

N²-(tert-butoxycarbonyl)-N⁵-acetyl-N⁵-(benzyloxy)-L-ornithine

N⁵-Acetyl-N⁵-benzyloxy-L-ornithin-tert-butylester

Downstream raw materials:

(N⁵-Acetyl-N⁵-benzyloxy-L-ornithyl)-N⁵-acetyl-N⁵-benzyloxy-L-ornithin-tert-butylester

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