N-{(2S,3S)-2-(furan-2-yl)-3-[2-(S)-(p-tolylsulfinyl)phenyl]butan-2-yl}(S)-p-tolylsulfinamide

Base Information

• Chemical Name: N-{(2S,3S)-2-(furan-2-yl)-3-[2-(S)-(p-tolylsulfinyl)phenyl]butan-2-yl}(S)-p-tolylsulfinamide
• CAS No.: 1333475-70-9
• Molecular Formula: C₂₈H₂₉NO₃S₂
• Molecular Weight: 491.675

Synonyms:N-{(2S,3S)-2-(furan-2-yl)-3-[2-(S)-(p-tolylsulfinyl)phenyl]butan-2-yl}(S)-p-tolylsulfinamide

Chemical Property of N-{(2S,3S)-2-(furan-2-yl)-3-[2-(S)-(p-tolylsulfinyl)phenyl]butan-2-yl}(S)-p-tolylsulfinamide

Chemical Property:

Purity/Quality:

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Technology Process of N-{(2S,3S)-2-(furan-2-yl)-3-[2-(S)-(p-tolylsulfinyl)phenyl]butan-2-yl}(S)-p-tolylsulfinamide

There total 3 articles about N-{(2S,3S)-2-(furan-2-yl)-3-[2-(S)-(p-tolylsulfinyl)phenyl]butan-2-yl}(S)-p-tolylsulfinamide 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: 51.0%

C13H13NO2S (1333475-66-3) + (S)-1-ethyl-2-(p-tolylsulfinyl)benzene (302934-10-7) → N-{(2S,3S)-2-(furan-2-yl)-3-[2-(S)-(p-tolylsulfinyl)phenyl]butan-2-yl}(S)-p-tolylsulfinamide (1333475-70-9)

Guidance literature:

(S)-1-ethyl-2-(p-tolylsulfinyl)benzene; With n-butyllithium; diisopropylamine; In tetrahydrofuran; at -78 - 0 ℃; for 0.166667h; Inert atmosphere;

C₁₃H₁₃NO₂S; In tetrahydrofuran; at -78 ℃; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

DOI:10.1007/s00726-011-0881-7

Reference yield:

1-(2-furyl)-1-ethanone (1192-62-7,80145-44-4) → N-{(2S,3S)-2-(furan-2-yl)-3-[2-(S)-(p-tolylsulfinyl)phenyl]butan-2-yl}(S)-p-tolylsulfinamide (1333475-70-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: titanium(IV) tetraethanolate / dichloromethane / Heating

2.1: n-butyllithium; diisopropylamine / tetrahydrofuran / 0.17 h / -78 - 0 °C / Inert atmosphere

2.2: -78 °C / Inert atmosphere

With titanium(IV) tetraethanolate; n-butyllithium; diisopropylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1007/s00726-011-0881-7

Reference yield:

(S)-p-toluenesulfinimide (188447-91-8) → N-{(2S,3S)-2-(furan-2-yl)-3-[2-(S)-(p-tolylsulfinyl)phenyl]butan-2-yl}(S)-p-tolylsulfinamide (1333475-70-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: titanium(IV) tetraethanolate / dichloromethane / Heating

2.1: n-butyllithium; diisopropylamine / tetrahydrofuran / 0.17 h / -78 - 0 °C / Inert atmosphere

2.2: -78 °C / Inert atmosphere

With titanium(IV) tetraethanolate; n-butyllithium; diisopropylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1007/s00726-011-0881-7

upstream raw materials:

1-(2-furyl)-1-ethanone

C₁₃H₁₃NO₂S

(S)-1-ethyl-2-(p-tolylsulfinyl)benzene

(S)-p-toluenesulfinimide

Downstream raw materials:

methyl (2S,3S)-2-(acetylamino)-2-methyl-3-[2-(p-tolylsulfonyl)phenyl]butanoate

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