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

Base Information

• Chemical Name: cyclopentyl N₅-{[5-(1-bromo-2-oxopropyl)-2-chlorophenyl]sulfonyl}-N₂-(tert-butoxycarbonyl)-L-ornithinate
• CAS No.: 957185-38-5
• Molecular Formula: C₂₄H₃₄BrClN₂O₇S
• Molecular Weight: 609.966

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

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

Chemical Property:

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

There total 6 articles about cyclopentyl N₅-{[5-(1-bromo-2-oxopropyl)-2-chlorophenyl]sulfonyl}-N₂-(tert-butoxycarbonyl)-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: 75.0%

cyclopentyl N2-(tert-butoxycarbonyl)-N5-{[2-chloro-5-(2-oxopropyl)phenyl]sulfonyl}-L-ornithinate (957185-39-6) → cyclopentyl N5-{[5-(1-bromo-2-oxopropyl)-2-chlorophenyl]sulfonyl}-N2-(tert-butoxycarbonyl)-L-ornithinate (957185-38-5)

Guidance literature:

With bromine; In 1,4-dioxane; at 25 ℃; for 1h;

Reference yield:

cyclopentyl N5-[(benzyloxy)carbonyl]-N2-(tert-butoxycarbonyl)-L-ornithinate (957185-06-7) → cyclopentyl N5-{[5-(1-bromo-2-oxopropyl)-2-chlorophenyl]sulfonyl}-N2-(tert-butoxycarbonyl)-L-ornithinate (957185-38-5)

Guidance literature:

Multi-step reaction with 3 steps

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

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

3: bromine / 1,4-dioxane / 1 h / 25 °C

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

Reference yield:

Boc-Orn(Z)-OH (2480-93-5) → cyclopentyl N5-{[5-(1-bromo-2-oxopropyl)-2-chlorophenyl]sulfonyl}-N2-(tert-butoxycarbonyl)-L-ornithinate (957185-38-5)

Guidance literature:

Multi-step reaction with 4 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

4: bromine / 1,4-dioxane / 1 h / 25 °C

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

upstream raw materials:

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

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

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

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

Downstream raw materials:

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

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

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