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

Base Information

• Chemical Name: (R)-N-(4-methoxyphenylsulfonyl)-N-(3-pyridylmethyl)-2-amino-4-fluoropent-4-enoic acid
• CAS No.: 1408282-93-8
• Molecular Formula: C₁₈H₁₉FN₂O₅S
• Molecular Weight: 394.424

Synonyms:(R)-N-(4-methoxyphenylsulfonyl)-N-(3-pyridylmethyl)-2-amino-4-fluoropent-4-enoic acid

Chemical Property of (R)-N-(4-methoxyphenylsulfonyl)-N-(3-pyridylmethyl)-2-amino-4-fluoropent-4-enoic acid

Chemical Property:

Purity/Quality:

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Technology Process of (R)-N-(4-methoxyphenylsulfonyl)-N-(3-pyridylmethyl)-2-amino-4-fluoropent-4-enoic acid

There total 4 articles about (R)-N-(4-methoxyphenylsulfonyl)-N-(3-pyridylmethyl)-2-amino-4-fluoropent-4-enoic 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: 91.0%

tert-butyl (R)-N-(4-methoxyphenylsulfonyl)-N-(3-pyridylmethyl)-2-amino-4-fluoropent-4-enoate (1408282-85-8) → (R)-N-(4-methoxyphenylsulfonyl)-N-(3-pyridylmethyl)-2-amino-4-fluoropent-4-enoic acid (1408282-93-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 4h; Sealed tube;

DOI:10.1016/j.bmc.2015.03.078

Reference yield:

4-methoxy-phenyl-sulphonyl chloride (98-68-0) → (R)-N-(4-methoxyphenylsulfonyl)-N-(3-pyridylmethyl)-2-amino-4-fluoropent-4-enoic acid (1408282-93-8)

Guidance literature:

Multi-step reaction with 3 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

With pyridine; potassium carbonate; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2015.03.078

Reference yield:

tert-butyl (R)-(+)-2-amino-4-fluoropent-4-enoate (247122-85-6) → (R)-N-(4-methoxyphenylsulfonyl)-N-(3-pyridylmethyl)-2-amino-4-fluoropent-4-enoic acid (1408282-93-8)

Guidance literature:

Multi-step reaction with 3 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

With pyridine; potassium carbonate; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

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-aminopent-4-enoate

tert-butyl (R)-(+)-2-amino-4-fluoropent-4-enoate

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

Downstream raw materials:

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

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

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