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

Base Information

• Chemical Name: tert-butyl (R)-N-(4-methoxyphenylsulfonyl)-N-(3-pyridylmethyl)-2-amino-4-fluorobutanoate
• CAS No.: 1408282-83-6
• Molecular Formula: C₂₁H₂₇FN₂O₅S
• Molecular Weight: 438.52

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

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

Chemical Property:

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

There total 2 articles about tert-butyl (R)-N-(4-methoxyphenylsulfonyl)-N-(3-pyridylmethyl)-2-amino-4-fluorobutanoate 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: 93.0%

tert-butyl (R)-N-(4-methoxyphenylsulfonyl)-γ-fluoro-α-aminobutanoate (1408282-72-3) + 3-chloromethylpyridinium chloride (6959-48-4) → tert-butyl (R)-N-(4-methoxyphenylsulfonyl)-N-(3-pyridylmethyl)-2-amino-4-fluorobutanoate (1408282-83-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 48h;

DOI:10.1016/j.bmc.2015.03.078

Reference yield:

tert-butyl (R)-2-amino-4-fluorobutanoate (191986-69-3) + 4-methoxy-phenyl-sulphonyl chloride (98-68-0) → tert-butyl (R)-N-(4-methoxyphenylsulfonyl)-N-(3-pyridylmethyl)-2-amino-4-fluorobutanoate (1408282-83-6)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 48 h / 0 - 20 °C

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

With pyridine; potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2015.03.078

Reference yield: 90.0%

tert-butyl (R)-N-(4-methoxyphenylsulfonyl)-N-(3-pyridylmethyl)-2-amino-4-fluorobutanoate (1408282-83-6) → (R)-N-(4-methoxyphenylsulfonyl)-N-(3-pyridylmethyl)-2-amino-4-fluorobutanoic acid (1408282-91-6)

Guidance literature:

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

DOI:10.1016/j.bmc.2015.03.078

upstream raw materials:

tert-butyl (R)-2-amino-4-fluorobutanoate

4-methoxy-phenyl-sulphonyl chloride

tert-butyl (R)-N-(4-methoxyphenylsulfonyl)-γ-fluoro-α-aminobutanoate

3-chloromethylpyridinium chloride

Downstream raw materials:

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

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

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

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