(2S,3S)-methyl 2-((4-methoxyphenyl)amino)-3-methylpentanoate

Base Information

• Chemical Name: (2S,3S)-methyl 2-((4-methoxyphenyl)amino)-3-methylpentanoate
• CAS No.: 1374027-60-7
• Molecular Formula: C₁₄H₂₁NO₃
• Molecular Weight: 251.326
• Mol file: 1374027-60-7.mol

Synonyms:(2S,3S)-methyl 2-((4-methoxyphenyl)amino)-3-methylpentanoate

Chemical Property of (2S,3S)-methyl 2-((4-methoxyphenyl)amino)-3-methylpentanoate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of (2S,3S)-methyl 2-((4-methoxyphenyl)amino)-3-methylpentanoate

There total 4 articles about (2S,3S)-methyl 2-((4-methoxyphenyl)amino)-3-methylpentanoate 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: 88.0%

L-isoleucine methyl ester (2577-46-0) + 4,4'-dimethoxydiphenyliodonium iodide (6293-71-6) → (2S,3S)-methyl 2-((4-methoxyphenyl)amino)-3-methylpentanoate (1374027-60-7)

Guidance literature:

With silver nitrate; copper(I) bromide; In acetonitrile; at 90 ℃; for 4h; Inert atmosphere;

Reference yield: 58.0%

1-fluoro-4-methoxybenzene (459-60-9) + L-isoleucine methyl ester (2577-46-0) → (2S,3S)-methyl 2-((4-methoxyphenyl)amino)-3-methylpentanoate (1374027-60-7)

Guidance literature:

With 3,6‐di‐tert‐butyl‐9‐mesityl‐10‐phenylacridin‐10‐ium tetrafluoroborate; In 1,2-dichloro-ethane; at 20 ℃; for 48h; Inert atmosphere; Irradiation; Schlenk technique;

DOI:10.1002/chem.202002315

Reference yield:

methyl L-isoleucinate hydrochloride (18598-74-8) + methoxybenzene (100-66-3) → (2S,3S)-methyl 2-((4-methoxyphenyl)amino)-3-methylpentanoate (1374027-60-7) + (2S,3S)-methyl 2-((2-methoxyphenyl)amino)-3-methylpentanoate

Guidance literature:

With 9-mesityl-2,7-dimethyl-10-phenylacridin-10-ium tetrafluoroborate; oxygen; In aq. phosphate buffer; 1,2-dichloro-ethane; for 4h; under 760.051 Torr; pH=8; Overall yield = 69 %; regioselective reaction; Sealed tube; Irradiation;

DOI:10.1002/anie.201709523

upstream raw materials:

L-isoleucine methyl ester

4,4'-dimethoxydiphenyliodonium iodide

methoxybenzene

methyl L-isoleucinate hydrochloride

Refernces

• 1、 Margrey, Kaila A.,Levens, Alison,Nicewicz, David A.. "Direct Aryl C?H Amination with Primary Amines Using Organic Photoredox Catalysis". supporting information. p. 15644 - 15648. Retrieved 2017/11/20.