(R)-N₂-(4-methoxyphenylsulfonyl)-N₂-(3-pyridylmethyl)-2-aminopent-4-enehydroxamic acid

Base Information

• Chemical Name: (R)-N₂-(4-methoxyphenylsulfonyl)-N₂-(3-pyridylmethyl)-2-aminopent-4-enehydroxamic acid
• CAS No.: 1408283-05-5
• Molecular Formula: C₁₈H₂₁N₃O₅S
• Molecular Weight: 391.448

Synonyms:(R)-N₂-(4-methoxyphenylsulfonyl)-N₂-(3-pyridylmethyl)-2-aminopent-4-enehydroxamic acid

Chemical Property of (R)-N₂-(4-methoxyphenylsulfonyl)-N₂-(3-pyridylmethyl)-2-aminopent-4-enehydroxamic acid

Chemical Property:

Purity/Quality:

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Technology Process of (R)-N₂-(4-methoxyphenylsulfonyl)-N₂-(3-pyridylmethyl)-2-aminopent-4-enehydroxamic acid

There total 6 articles about (R)-N₂-(4-methoxyphenylsulfonyl)-N₂-(3-pyridylmethyl)-2-aminopent-4-enehydroxamic acid 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: 38.0%

O-tert-butyl (R)-N2-(4-methoxyphenylsulfonyl)-N2-(3-pyridylmethyl)-2-aminopent-4-enehydroxamate (1408282-97-2) → (R)-N2-(4-methoxyphenylsulfonyl)-N2-(3-pyridylmethyl)-2-aminopent-4-enehydroxamic acid (1408283-05-5)

Guidance literature:

With trifluoroacetic acid; at 40 ℃; for 12h; Inert atmosphere; Sealed tube;

DOI:10.1016/j.bmc.2015.03.078

Reference yield:

4-methoxy-phenyl-sulphonyl chloride (98-68-0) → (R)-N2-(4-methoxyphenylsulfonyl)-N2-(3-pyridylmethyl)-2-aminopent-4-enehydroxamic acid (1408283-05-5)

Guidance literature:

Multi-step reaction with 5 steps

1: pyridine / 48 h / 0 - 20 °C

2: potassium carbonate / N,N-dimethyl-formamide / 48 h / 20 °C

3: trifluoroacetic acid / dichloromethane / 4 h / 20 °C / Sealed tube

4: benzotriazol-1-ol; 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C

5: trifluoroacetic acid / 12 h / 40 °C / Inert atmosphere; Sealed tube

With 4-methyl-morpholine; pyridine; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2015.03.078

Reference yield:

tert-butyl (R)-N-(4-methoxyphenylsulfonyl)-N-(3-pyridylmethyl)-2-aminopent-4-enoate (1408282-81-4) → (R)-N2-(4-methoxyphenylsulfonyl)-N2-(3-pyridylmethyl)-2-aminopent-4-enehydroxamic acid (1408283-05-5)

Guidance literature:

Multi-step reaction with 3 steps

1: trifluoroacetic acid / dichloromethane / 4 h / 20 °C / Sealed tube

2: benzotriazol-1-ol; 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C

3: trifluoroacetic acid / 12 h / 40 °C / Inert atmosphere; Sealed tube

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/j.bmc.2015.03.078

upstream raw materials:

4-methoxy-phenyl-sulphonyl chloride

tert-butyl (R)-N-(4-methoxyphenylsulfonyl)aminopent-4-enoate

tert-butyl (R)-2-aminopent-4-enoate

tert-butyl (R)-N-(4-methoxyphenylsulfonyl)-N-(3-pyridylmethyl)-2-aminopent-4-enoate

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