(S)-4-isopropyl-3-[(4-methoxyphenyl)ethynyl]oxazolidin-2-one

Base Information

• Chemical Name: (S)-4-isopropyl-3-[(4-methoxyphenyl)ethynyl]oxazolidin-2-one
• CAS No.: 1416905-50-4
• Molecular Formula: C₁₅H₁₇NO₃
• Molecular Weight: 259.305
• Mol file: 1416905-50-4.mol

Synonyms:(S)-4-isopropyl-3-[(4-methoxyphenyl)ethynyl]oxazolidin-2-one

Chemical Property of (S)-4-isopropyl-3-[(4-methoxyphenyl)ethynyl]oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-isopropyl-3-[(4-methoxyphenyl)ethynyl]oxazolidin-2-one

There total 2 articles about (S)-4-isopropyl-3-[(4-methoxyphenyl)ethynyl]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: 61.0%

1-bromo-2-(4-methoxyphenyl)acetylene (33675-41-1) + (4S)-4-isopropyl-1,3-oxazolidin-2-one (17016-83-0) → (S)-4-isopropyl-3-[(4-methoxyphenyl)ethynyl]oxazolidin-2-one (1416905-50-4)

Guidance literature:

With 1,10-Phenanthroline; copper(II) sulphate hydrate; potassium carbonate; In toluene; at 90 ℃; Inert atmosphere;

DOI:10.1021/acs.joc.7b00082

Reference yield: 25.0%

(4S)-4-isopropyl-1,3-oxazolidin-2-one (17016-83-0) + 4-methoxyphenylacetylen (768-60-5) → (S)-4-isopropyl-3-[(4-methoxyphenyl)ethynyl]oxazolidin-2-one (1416905-50-4)

Guidance literature:

With potassium chloride; copper(II) oxide; In toluene; at 80 ℃; for 36h; Inert atmosphere;

DOI:10.1055/s-0031-1290464

Reference yield: 67.0%

(S)-4-isopropyl-3-[(4-methoxyphenyl)ethynyl]oxazolidin-2-one (1416905-50-4) + 3,5-dimethoxybenzoyl chloride (17213-57-9) → (S,Z)-3-[3-(3,5-dimethoxyphenyl)-1-(4-methoxyphenyl)-3-oxoprop-1-en-2-yl]-4-isopropyloxazolidin-2-one

Guidance literature:

(S)-4-isopropyl-3-[(4-methoxyphenyl)ethynyl]oxazolidin-2-one; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tri-n-butyl-tin hydride; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere;

3,5-dimethoxybenzoyl chloride; With copper(I) thiophene-2-carboxylate; In dichloromethane; stereoselective reaction; Inert atmosphere;

DOI:10.1021/acs.joc.7b00082

upstream raw materials:

(4S)-4-isopropyl-1,3-oxazolidin-2-one

4-methoxyphenylacetylen

1-bromo-2-(4-methoxyphenyl)acetylene