(S)-N-[1-(tert-butyldimethylsilyloxy)-4-(methylthio)butan-2-yl]benzamide

Base Information

• Chemical Name: (S)-N-[1-(tert-butyldimethylsilyloxy)-4-(methylthio)butan-2-yl]benzamide
• CAS No.: 1332503-91-9
• Molecular Formula: C₁₈H₃₁NO₂SSi
• Molecular Weight: 353.601

Synonyms:(S)-N-[1-(tert-butyldimethylsilyloxy)-4-(methylthio)butan-2-yl]benzamide

Chemical Property of (S)-N-[1-(tert-butyldimethylsilyloxy)-4-(methylthio)butan-2-yl]benzamide

Chemical Property:

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Technology Process of (S)-N-[1-(tert-butyldimethylsilyloxy)-4-(methylthio)butan-2-yl]benzamide

There total 3 articles about (S)-N-[1-(tert-butyldimethylsilyloxy)-4-(methylthio)butan-2-yl]benzamide 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: 100.0%

(S)-N-[1-hydroxy-4-(methylthio)butan-2-yl]benzamide (1303536-70-0) + tert-butyldimethylsilyl chloride (18162-48-6) → (S)-N-[1-(tert-butyldimethylsilyloxy)-4-(methylthio)butan-2-yl]benzamide (1332503-91-9)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/jo201341q

Reference yield:

L-methionine (63-68-3,26062-47-5,58576-49-1) → (S)-N-[1-(tert-butyldimethylsilyloxy)-4-(methylthio)butan-2-yl]benzamide (1332503-91-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / Reflux; Inert atmosphere

1.2: 2 h / 0 - 20 °C / Inert atmosphere

2.1: 1H-imidazole / dichloromethane / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; lithium aluminium tetrahydride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo201341q

Reference yield:

benzoyl chloride (98-88-4) → (S)-N-[1-(tert-butyldimethylsilyloxy)-4-(methylthio)butan-2-yl]benzamide (1332503-91-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / Reflux; Inert atmosphere

1.2: 2 h / 0 - 20 °C / Inert atmosphere

2.1: 1H-imidazole / dichloromethane / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; lithium aluminium tetrahydride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo201341q

upstream raw materials:

(S)-N-[1-hydroxy-4-(methylthio)butan-2-yl]benzamide

tert-butyldimethylsilyl chloride

L-methionine

benzoyl chloride

Downstream raw materials:

(+)-(2S)-N-benzyl-1-(tert-butyldimethylsiloxy)but-3-en-2-amine

(S,E)-4-[benzyl(1-tert-butyldimethylsilyloxybut-3-en-2-yl)-amino]-2-methylbut-2-enyl acetate

(2S,3S,4S)-1-benzyl-2-[(tert-butyldimethylsilyloxy)methyl]-3-(iodomethyl)-4-(prop-1-en-2-yl)pyrrolidine

(S)-N-[1-(tert-butyldimethylsilyloxy)-4-(methylsulfinyl)butan-2-yl]benzamide

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