(S)-N-benzyl-1-(tert-butyldimethylsilyloxy)-4-(methylthio)-butan-2-amine

Base Information

• Chemical Name: (S)-N-benzyl-1-(tert-butyldimethylsilyloxy)-4-(methylthio)-butan-2-amine
• CAS No.: 1332503-94-2
• Molecular Formula: C₁₈H₃₃NOSSi
• Molecular Weight: 339.618

Synonyms:(S)-N-benzyl-1-(tert-butyldimethylsilyloxy)-4-(methylthio)-butan-2-amine

Chemical Property of (S)-N-benzyl-1-(tert-butyldimethylsilyloxy)-4-(methylthio)-butan-2-amine

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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Technology Process of (S)-N-benzyl-1-(tert-butyldimethylsilyloxy)-4-(methylthio)-butan-2-amine

There total 2 articles about (S)-N-benzyl-1-(tert-butyldimethylsilyloxy)-4-(methylthio)-butan-2-amine 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:

(S)-methioninol (2899-37-8) → (S)-N-benzyl-1-(tert-butyldimethylsilyloxy)-4-(methylthio)-butan-2-amine (1332503-94-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: methanol / 2 h / 0 °C / Inert atmosphere

1.2: 1 h / 0 °C / Inert atmosphere

2.1: 1H-imidazole / dichloromethane / 2 h / Inert atmosphere

With 1H-imidazole; In methanol; dichloromethane;

DOI:10.1021/jo201341q

Reference yield:

L-methionine (63-68-3,26062-47-5,58576-49-1) → (S)-N-benzyl-1-(tert-butyldimethylsilyloxy)-4-(methylthio)-butan-2-amine (1332503-94-2)

Guidance literature:

Multi-step reaction with 3 steps

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

2.1: methanol / 2 h / 0 °C / Inert atmosphere

2.2: 1 h / 0 °C / Inert atmosphere

3.1: 1H-imidazole / dichloromethane / 2 h / Inert atmosphere

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

DOI:10.1021/jo201341q

Reference yield: 100.0%

(S)-N-benzyl-1-(tert-butyldimethylsilyloxy)-4-(methylthio)-butan-2-amine (1332503-94-2) → (2S)-N-benzyl-1-(tert-butyldimethylsilyloxy)-4-(methylsulfinyl)butan-2-amine (1332503-95-3)

Guidance literature:

With sodium periodate; In methanol; water; ethyl acetate; at 20 ℃; for 3.5h; Inert atmosphere;

DOI:10.1021/jo201341q

upstream raw materials:

L-methionine

(S)-methioninol

Downstream raw materials:

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

(2S)-N-benzyl-1-(tert-butyldimethylsilyloxy)-4-(methylsulfinyl)butan-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

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