(S)-4-benzyl-3-((S)-5-methyl-2-(prop-1-en-2-yl)hex-4-enoyl)-oxazolidin-2-one

Base Information

• Chemical Name: (S)-4-benzyl-3-((S)-5-methyl-2-(prop-1-en-2-yl)hex-4-enoyl)-oxazolidin-2-one
• CAS No.: 1570098-81-5
• Molecular Formula: C₂₀H₂₅NO₃
• Molecular Weight: 327.423
• Mol file: 1570098-81-5.mol

Synonyms:(S)-4-benzyl-3-((S)-5-methyl-2-(prop-1-en-2-yl)hex-4-enoyl)-oxazolidin-2-one

Chemical Property of (S)-4-benzyl-3-((S)-5-methyl-2-(prop-1-en-2-yl)hex-4-enoyl)-oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-benzyl-3-((S)-5-methyl-2-(prop-1-en-2-yl)hex-4-enoyl)-oxazolidin-2-one

There total 1 articles about (S)-4-benzyl-3-((S)-5-methyl-2-(prop-1-en-2-yl)hex-4-enoyl)-oxazolidin-2-one 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: 66.0%

C8H10BrNO3 + prenyl bromide (870-63-3) → (S)-4-benzyl-3-((S)-5-methyl-2-(prop-1-en-2-yl)hex-4-enoyl)-oxazolidin-2-one (1570098-81-5)

Guidance literature:

C₈H₁₀BrNO₃; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

prenyl bromide; In tetrahydrofuran; at -78 ℃; for 6h; Inert atmosphere;

DOI:10.1021/jo500027k

Reference yield: 63.0%

(S)-4-benzyl-3-((S)-5-methyl-2-(prop-1-en-2-yl)hex-4-enoyl)-oxazolidin-2-one (1570098-81-5) → (2S)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-ol (50373-53-0,21090-68-6)

Guidance literature:

With lithium borohydride; In methanol; diethyl ether; at 0 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jo500027k

Reference yield:

(S)-4-benzyl-3-((S)-5-methyl-2-(prop-1-en-2-yl)hex-4-enoyl)-oxazolidin-2-one (1570098-81-5) → C33H42O4 (1570098-90-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium borohydride / diethyl ether; methanol / 1 h / 0 - 20 °C / Inert atmosphere

2.1: triphenylphosphine; 1H-imidazole; iodine / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / 20 °C / Inert atmosphere

3.2: 1 h / 20 °C / Inert atmosphere

With 1H-imidazole; lithium borohydride; iodine; sodium hydride; triphenylphosphine; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo500027k

upstream raw materials:

prenyl bromide

Downstream raw materials:

(2S)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-ol

C₃₃H₄₂O₄