cyclopentyl N₂-(tert-butoxycarbonyl)-N₅-{[2-chloro-5-(2-oxopropyl)phenyl]sulfonyl}-L-ornithinate

Base Information

• Chemical Name: cyclopentyl N₂-(tert-butoxycarbonyl)-N₅-{[2-chloro-5-(2-oxopropyl)phenyl]sulfonyl}-L-ornithinate
• CAS No.: 957185-39-6
• Molecular Formula: C₂₄H₃₅ClN₂O₇S
• Molecular Weight: 531.07

Synonyms:cyclopentyl N₂-(tert-butoxycarbonyl)-N₅-{[2-chloro-5-(2-oxopropyl)phenyl]sulfonyl}-L-ornithinate

Chemical Property of cyclopentyl N₂-(tert-butoxycarbonyl)-N₅-{[2-chloro-5-(2-oxopropyl)phenyl]sulfonyl}-L-ornithinate

Chemical Property:

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Technology Process of cyclopentyl N₂-(tert-butoxycarbonyl)-N₅-{[2-chloro-5-(2-oxopropyl)phenyl]sulfonyl}-L-ornithinate

There total 4 articles about cyclopentyl N₂-(tert-butoxycarbonyl)-N₅-{[2-chloro-5-(2-oxopropyl)phenyl]sulfonyl}-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: 11.0%

2-chloro-5-(2-oxopropyl)-benzenesulphonyl-chloride (593960-71-5) + cyclopentyl N2-(tert-butoxycarbonyl)-L-ornithinate (957185-05-6) → cyclopentyl N2-(tert-butoxycarbonyl)-N5-{[2-chloro-5-(2-oxopropyl)phenyl]sulfonyl}-L-ornithinate (957185-39-6)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; at 20 ℃; for 1.5h;

Reference yield:

Boc-Orn(Z)-OH (2480-93-5) → cyclopentyl N2-(tert-butoxycarbonyl)-N5-{[2-chloro-5-(2-oxopropyl)phenyl]sulfonyl}-L-ornithinate (957185-39-6)

Guidance literature:

Multi-step reaction with 3 steps

1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 18 h / 20 °C

2: hydrogen / palladium dihydroxide / ethyl acetate / 2 h

3: sodium carbonate / 1,4-dioxane / 1.5 h / 20 °C

With dmap; hydrogen; sodium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium dihydroxide; In 1,4-dioxane; dichloromethane; ethyl acetate;

Reference yield:

cyclopentyl N5-[(benzyloxy)carbonyl]-N2-(tert-butoxycarbonyl)-L-ornithinate (957185-06-7) → cyclopentyl N2-(tert-butoxycarbonyl)-N5-{[2-chloro-5-(2-oxopropyl)phenyl]sulfonyl}-L-ornithinate (957185-39-6)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen / palladium dihydroxide / ethyl acetate / 2 h

2: sodium carbonate / 1,4-dioxane / 1.5 h / 20 °C

With hydrogen; sodium carbonate; palladium dihydroxide; In 1,4-dioxane; ethyl acetate;

upstream raw materials:

2-chloro-5-(2-oxopropyl)-benzenesulphonyl-chloride

cyclopentyl N₂-(tert-butoxycarbonyl)-L-ornithinate

cyclopentyl N₅-[(benzyloxy)carbonyl]-N₂-(tert-butoxycarbonyl)-L-ornithinate

Boc-Orn(Z)-OH

Downstream raw materials:

cyclopentyl N₅-{[5-(1-bromo-2-oxopropyl)-2-chlorophenyl]sulfonyl}-N₂-(tert-butoxycarbonyl)-L-ornithinate

cyclopentyl N₅-{[5-(2-acetamido-4-methyl-1,3-thiazol-5-yl)-2-chlorophenyl]sulfonyl}-L-ornithinate

cyclopentyl N₂-(tert-butoxycarbonyl)-N₅-{[5-(2-acetamido-4-methyl-1,3-thiazol-5-yl)-2-chlorophenyl]sulfonyl}-L-ornithinate

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