methyl (R_S,3S,4R)-3-methyl-4-(p-tolylsulfinyl)-5-trimethylsilylpentanoate

Base Information

• Chemical Name: methyl (R_S,3S,4R)-3-methyl-4-(p-tolylsulfinyl)-5-trimethylsilylpentanoate
• CAS No.: 191422-43-2
• Molecular Formula: C₁₇H₂₈O₃SSi
• Molecular Weight: 340.559

Synonyms:methyl (R_S,3S,4R)-3-methyl-4-(p-tolylsulfinyl)-5-trimethylsilylpentanoate

Chemical Property of methyl (R_S,3S,4R)-3-methyl-4-(p-tolylsulfinyl)-5-trimethylsilylpentanoate

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Technology Process of methyl (R_S,3S,4R)-3-methyl-4-(p-tolylsulfinyl)-5-trimethylsilylpentanoate

There total 2 articles about methyl (R_S,3S,4R)-3-methyl-4-(p-tolylsulfinyl)-5-trimethylsilylpentanoate 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: 95.0%

crotonic acid methyl ester (623-43-8) + (RS)-p-Tolyl β-(trimethylsilyl)ethyl sulfoxide (153123-09-2) → methyl (RS,3S,4R)-3-methyl-4-(p-tolylsulfinyl)-5-trimethylsilylpentanoate (191422-43-2) + 3-methyl-4-(p-tolylsulfinyl)-5-trimethylsilylpentanoate

Guidance literature:

(R_S)-p-Tolyl β-(trimethylsilyl)ethyl sulfoxide; With n-butyllithium; diisopropylamine; In tetrahydrofuran; at -78 ℃; for 0.0833333h;

crotonic acid methyl ester; In tetrahydrofuran; at -78 ℃; for 0.25h;

DOI:10.1021/jo991635n

Reference yield: 82.0%

crotonic acid methyl ester (623-43-8) + (RS)-p-Tolyl β-(trimethylsilyl)ethyl sulfoxide (153123-09-2) → methyl (RS,3S,4R)-3-methyl-4-(p-tolylsulfinyl)-5-trimethylsilylpentanoate (191422-43-2)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.25h;

DOI:10.1055/s-1997-6144

upstream raw materials:

crotonic acid methyl ester

(R_S)-p-Tolyl β-(trimethylsilyl)ethyl sulfoxide

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