(R)-2-cyclopentylmethyl-N₁-{(S)-2,2-dimethyl-1-[4-(4-methyl-benzylamino)-piperidine-1-carbonyl]-propyl}-N₄-hydroxy-succinamide

Base Information

• Chemical Name: (R)-2-cyclopentylmethyl-N₁-{(S)-2,2-dimethyl-1-[4-(4-methyl-benzylamino)-piperidine-1-carbonyl]-propyl}-N₄-hydroxy-succinamide
• CAS No.: 1091682-04-0
• Molecular Formula: C₂₉H₄₆N₄O₄
• Molecular Weight: 514.709

Synonyms:(R)-2-cyclopentylmethyl-N₁-{(S)-2,2-dimethyl-1-[4-(4-methyl-benzylamino)-piperidine-1-carbonyl]-propyl}-N₄-hydroxy-succinamide

Chemical Property of (R)-2-cyclopentylmethyl-N₁-{(S)-2,2-dimethyl-1-[4-(4-methyl-benzylamino)-piperidine-1-carbonyl]-propyl}-N₄-hydroxy-succinamide

Chemical Property:

Purity/Quality:

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Technology Process of (R)-2-cyclopentylmethyl-N₁-{(S)-2,2-dimethyl-1-[4-(4-methyl-benzylamino)-piperidine-1-carbonyl]-propyl}-N₄-hydroxy-succinamide

There total 10 articles about (R)-2-cyclopentylmethyl-N₁-{(S)-2,2-dimethyl-1-[4-(4-methyl-benzylamino)-piperidine-1-carbonyl]-propyl}-N₄-hydroxy-succinamide 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: 68.0%

{1-[(S)-2-((R)-3-benzyloxycarbamoyl-2-cyclopentylmethyl-propionylamino)-3,3-dimethyl-butyryl]-piperidin-4-yl}-(4-methyl-benzyl)-carbamic acid benzyl ester (1091682-09-5) → (R)-2-cyclopentylmethyl-N1-{(S)-2,2-dimethyl-1-[4-(4-methyl-benzylamino)-piperidine-1-carbonyl]-propyl}-N4-hydroxy-succinamide (1091682-04-0)

Guidance literature:

With hydrogen; palladium on activated carbon; In ethanol; for 2h;

Reference yield:

(4-methyl-benzyl)-piperidin-4-yl-carbamic acid benzyl ester hydrochloride (1091681-70-7) → (R)-2-cyclopentylmethyl-N1-{(S)-2,2-dimethyl-1-[4-(4-methyl-benzylamino)-piperidine-1-carbonyl]-propyl}-N4-hydroxy-succinamide (1091682-04-0)

Guidance literature:

Multi-step reaction with 6 steps

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

2.1: hydrogenchloride / ethyl acetate

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

4.1: trifluoroacetic acid / dichloromethane / 1 h / 0 - 20 °C

4.3: pH 2

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

6.1: hydrogen / palladium on activated carbon / ethanol / 2 h

With hydrogenchloride; dmap; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; palladium on activated carbon; In ethanol; dichloromethane; ethyl acetate;

Reference yield:

[1-((S)-2-tert-butoxycarbonylamino-3,3-dimethyl-butyryl)-piperidin-4-yl]-(4-methyl-benzyl)-carbamic acid benzyl ester (1091681-72-9) → (R)-2-cyclopentylmethyl-N1-{(S)-2,2-dimethyl-1-[4-(4-methyl-benzylamino)-piperidine-1-carbonyl]-propyl}-N4-hydroxy-succinamide (1091682-04-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: hydrogenchloride / ethyl acetate

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

3.1: trifluoroacetic acid / dichloromethane / 1 h / 0 - 20 °C

3.3: pH 2

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

5.1: hydrogen / palladium on activated carbon / ethanol / 2 h

With hydrogenchloride; dmap; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; palladium on activated carbon; In ethanol; dichloromethane; ethyl acetate;

upstream raw materials:

{1-[(S)-2-((R)-3-benzyloxycarbamoyl-2-cyclopentylmethyl-propionylamino)-3,3-dimethyl-butyryl]-piperidin-4-yl}-(4-methyl-benzyl)-carbamic acid benzyl ester

tert-butyl 4-((4-methylphenyl)methyl)aminopiperidine carboxylate

4-[benzyloxycarbonyl-(4-methyl-benzyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester

(4-methyl-benzyl)-piperidin-4-yl-carbamic acid benzyl ester hydrochloride

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