(4S)-4-benzyl-3-[(2S)-2-(2-methoxyphenyl)propanoyl]oxazolidin-2-one

Base Information

• Chemical Name: (4S)-4-benzyl-3-[(2S)-2-(2-methoxyphenyl)propanoyl]oxazolidin-2-one
• CAS No.: 1476076-18-2
• Molecular Formula: C₂₀H₂₁NO₄
• Molecular Weight: 339.391
• Mol file: 1476076-18-2.mol

Synonyms:(4S)-4-benzyl-3-[(2S)-2-(2-methoxyphenyl)propanoyl]oxazolidin-2-one

Chemical Property of (4S)-4-benzyl-3-[(2S)-2-(2-methoxyphenyl)propanoyl]oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S)-4-benzyl-3-[(2S)-2-(2-methoxyphenyl)propanoyl]oxazolidin-2-one

There total 2 articles about (4S)-4-benzyl-3-[(2S)-2-(2-methoxyphenyl)propanoyl]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: 41.8%

(4S)-4-benzyl-3-[2-(2-methoxyphenyl)acetyl]oxazolidin-2-one (200956-86-1) + methyl iodide (74-88-4) → (4S)-4-benzyl-3-[(2S)-2-(2-methoxyphenyl)propanoyl]oxazolidin-2-one (1476076-18-2)

Guidance literature:

(4S)-4-benzyl-3-[2-(2-methoxyphenyl)acetyl]oxazolidin-2-one; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1.5h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; at -78 - 20 ℃; for 22h;

Reference yield:

2-methoxyphenylacetic acid (93-25-4) + (S)-4-Benzyl-2-oxazolidinone (90719-32-7) → (4S)-4-benzyl-3-[(2S)-2-(2-methoxyphenyl)propanoyl]oxazolidin-2-one (1476076-18-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine; pivaloyl chloride / tetrahydrofuran / 0.25 h / -15 °C

1.2: 18 h / 20 °C

2.1: sodium hexamethyldisilazane / tetrahydrofuran / 1.5 h / -78 °C / Inert atmosphere

2.2: 22 h / -78 - 20 °C

With sodium hexamethyldisilazane; pivaloyl chloride; triethylamine; In tetrahydrofuran;

Reference yield: 95.4%

(4S)-4-benzyl-3-[(2S)-2-(2-methoxyphenyl)propanoyl]oxazolidin-2-one (1476076-18-2) → (S)-2-methoxy-β-methylbenzeneethanol (96641-45-1)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; methanol; at 0 - 20 ℃; for 20h;

upstream raw materials:

2-methoxyphenylacetic acid

(S)-4-Benzyl-2-oxazolidinone

(4S)-4-benzyl-3-[2-(2-methoxyphenyl)acetyl]oxazolidin-2-one

methyl iodide

Downstream raw materials:

(S)-2-methoxy-β-methylbenzeneethanol