(2R,3S)-2,3-Dimethyl-5-oxo-5-(2,4,6-triisopropyl-phenyl)-pentanoic acid tert-butyl ester

Base Information

• Chemical Name: (2R,3S)-2,3-Dimethyl-5-oxo-5-(2,4,6-triisopropyl-phenyl)-pentanoic acid tert-butyl ester
• CAS No.: 122969-50-0
• Molecular Formula: C₂₆H₄₂O₃
• Molecular Weight: 402.618

Synonyms:(2R,3S)-2,3-Dimethyl-5-oxo-5-(2,4,6-triisopropyl-phenyl)-pentanoic acid tert-butyl ester

Chemical Property of (2R,3S)-2,3-Dimethyl-5-oxo-5-(2,4,6-triisopropyl-phenyl)-pentanoic acid tert-butyl ester

Chemical Property:

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Technology Process of (2R,3S)-2,3-Dimethyl-5-oxo-5-(2,4,6-triisopropyl-phenyl)-pentanoic acid tert-butyl ester

There total 2 articles about (2R,3S)-2,3-Dimethyl-5-oxo-5-(2,4,6-triisopropyl-phenyl)-pentanoic acid tert-butyl ester 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:

(E)-1-(2,4,6-triisopropylphenyl)-2-buten-1-one (122968-43-8) + Lithium; (E)-1-tert-butoxy-propen-1-olate (72657-82-0) → tert-Butyl (2RS,3RS)-2,3-dimethyl-5-oxo-5-(2,4,6-triisopropylphenyl)pentanoate (123101-21-3) + tert-Butyl (2RS,3SR)-2,3-dimethyl-5-oxo-5-(2,4,6-triisopropylphenyl)pentanoate (122969-50-0)

Guidance literature:

In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -78 ℃; for 24h; Yield given;

DOI:10.1021/jo00288a028

Reference yield:

(E)-1-(2,4,6-triisopropylphenyl)-2-buten-1-one (122968-43-8) + Lithium; (E)-1-tert-butoxy-propen-1-olate (72657-82-0) → (Z)-(2R,3R)-5-Hydroxy-2,3-dimethyl-5-(2,4,6-trimethyl-phenyl)-pent-4-enoic acid tert-butyl ester (123101-50-8) + (Z)-(2S,3R)-5-Hydroxy-2,3-dimethyl-5-(2,4,6-trimethyl-phenyl)-pent-4-enoic acid tert-butyl ester (123101-58-6) + tert-Butyl (2RS,3RS)-2,3-dimethyl-5-oxo-5-(2,4,6-triisopropylphenyl)pentanoate (123101-21-3) + tert-Butyl (2RS,3SR)-2,3-dimethyl-5-oxo-5-(2,4,6-triisopropylphenyl)pentanoate (122969-50-0)

Guidance literature:

With ammonium chloride; at -78 ℃; Title compound not separated from byproducts;

DOI:10.1021/jo00288a028

Reference yield: 86.0%

(2R,3S)-2,3-Dimethyl-5-oxo-5-(2,4,6-triisopropyl-phenyl)-pentanoic acid tert-butyl ester (122969-50-0) → (2SR,3RS)-2,3-dimethyl-5-oxo-5-(2,4,6-triisopropylphneyl)pentanoic acid (122969-51-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 48h;

DOI:10.1021/jo00288a027

upstream raw materials:

(E)-1-(2,4,6-triisopropylphenyl)-2-buten-1-one

Lithium; (E)-1-tert-butoxy-propen-1-olate

Downstream raw materials:

Ethyl (Z,2SR,3SR)-2,3-dimethyl-5-(2,4,6-trimethylphenyl)-5-((trimethylsilyl)oxy)-4-pentenoate

Ethyl (Z,2RS,3SR)-2,3-dimethyl-5-(2,4,6-trimethylphenyl)-5-((trimethylsilyl)oxy)-4-pentenoate

tert-Butyl(2SR,3RS)-4-((benzyloxy)carbonyl)-2,3-dimethylpentanoate

(2SR,3RS)-2,3-dimethyl-5-oxo-5-(2,4,6-triisopropylphneyl)pentanoic acid

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