O-tert-butyl (R)-N₂-(4-methoxyphenylsulfonyl)-N₂-(3-pyridylmethyl)-2-amino-4-fluorobutanehydroxamate

Base Information

• Chemical Name: O-tert-butyl (R)-N₂-(4-methoxyphenylsulfonyl)-N₂-(3-pyridylmethyl)-2-amino-4-fluorobutanehydroxamate
• CAS No.: 1408282-99-4
• Molecular Formula: C₂₁H₂₈FN₃O₅S
• Molecular Weight: 453.535

Synonyms:O-tert-butyl (R)-N₂-(4-methoxyphenylsulfonyl)-N₂-(3-pyridylmethyl)-2-amino-4-fluorobutanehydroxamate

Chemical Property of O-tert-butyl (R)-N₂-(4-methoxyphenylsulfonyl)-N₂-(3-pyridylmethyl)-2-amino-4-fluorobutanehydroxamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of O-tert-butyl (R)-N₂-(4-methoxyphenylsulfonyl)-N₂-(3-pyridylmethyl)-2-amino-4-fluorobutanehydroxamate

There total 4 articles about O-tert-butyl (R)-N₂-(4-methoxyphenylsulfonyl)-N₂-(3-pyridylmethyl)-2-amino-4-fluorobutanehydroxamate 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: 91.0%

(R)-N-(4-methoxyphenylsulfonyl)-N-(3-pyridylmethyl)-2-amino-4-fluorobutanoic acid (1408282-91-6) + O-(tert-butyl)hydroxylamine hydrochloride (39684-28-1) → O-tert-butyl (R)-N2-(4-methoxyphenylsulfonyl)-N2-(3-pyridylmethyl)-2-amino-4-fluorobutanehydroxamate (1408282-99-4)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃;

DOI:10.1016/j.bmc.2015.03.078

Reference yield:

4-methoxy-phenyl-sulphonyl chloride (98-68-0) → O-tert-butyl (R)-N2-(4-methoxyphenylsulfonyl)-N2-(3-pyridylmethyl)-2-amino-4-fluorobutanehydroxamate (1408282-99-4)

Guidance literature:

Multi-step reaction with 4 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

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) → O-tert-butyl (R)-N2-(4-methoxyphenylsulfonyl)-N2-(3-pyridylmethyl)-2-amino-4-fluorobutanehydroxamate (1408282-99-4)

Guidance literature:

Multi-step reaction with 2 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

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

Downstream raw materials:

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

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