(R)-N₂-(4-methoxyphenylsulfonyl)-N₂-(3-pyridylmethyl)-2-amino-4-fluorobutanehydroxamic acid

Base Information

• Chemical Name: (R)-N₂-(4-methoxyphenylsulfonyl)-N₂-(3-pyridylmethyl)-2-amino-4-fluorobutanehydroxamic acid
• CAS No.: 1408283-07-7
• Molecular Formula: C₁₇H₂₀FN₃O₅S
• Molecular Weight: 397.427

Synonyms:(R)-N₂-(4-methoxyphenylsulfonyl)-N₂-(3-pyridylmethyl)-2-amino-4-fluorobutanehydroxamic acid

Chemical Property of (R)-N₂-(4-methoxyphenylsulfonyl)-N₂-(3-pyridylmethyl)-2-amino-4-fluorobutanehydroxamic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of (R)-N₂-(4-methoxyphenylsulfonyl)-N₂-(3-pyridylmethyl)-2-amino-4-fluorobutanehydroxamic acid

There total 5 articles about (R)-N₂-(4-methoxyphenylsulfonyl)-N₂-(3-pyridylmethyl)-2-amino-4-fluorobutanehydroxamic 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: 49.0%

O-tert-butyl (R)-N2-(4-methoxyphenylsulfonyl)-N2-(3-pyridylmethyl)-2-amino-4-fluorobutanehydroxamate (1408282-99-4) → (R)-N2-(4-methoxyphenylsulfonyl)-N2-(3-pyridylmethyl)-2-amino-4-fluorobutanehydroxamic acid (1408283-07-7)

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-amino-4-fluorobutanehydroxamic acid (1408283-07-7)

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-amino-4-fluorobutanoate (1408282-83-6) → (R)-N2-(4-methoxyphenylsulfonyl)-N2-(3-pyridylmethyl)-2-amino-4-fluorobutanehydroxamic acid (1408283-07-7)

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)-γ-fluoro-α-aminobutanoate

tert-butyl (R)-N-(4-methoxyphenylsulfonyl)-N-(3-pyridylmethyl)-2-amino-4-fluorobutanoate

(R)-N-(4-methoxyphenylsulfonyl)-N-(3-pyridylmethyl)-2-amino-4-fluorobutanoic acid

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