(S)-3-((1R,3S,4R,5S)-4-(4-methoxyphenyl)-3-methyl-3-(1-methyl-1H-indol-3-yl)-2-oxo-5-pentylcyclopentyl)4-phenyloxazolidin-2-one

Base Information

• Chemical Name: (S)-3-((1R,3S,4R,5S)-4-(4-methoxyphenyl)-3-methyl-3-(1-methyl-1H-indol-3-yl)-2-oxo-5-pentylcyclopentyl)4-phenyloxazolidin-2-one
• CAS No.: 1370641-22-7
• Molecular Formula: C₃₆H₄₀N₂O₄
• Molecular Weight: 564.725
• Mol file: 1370641-22-7.mol

Synonyms:(S)-3-((1R,3S,4R,5S)-4-(4-methoxyphenyl)-3-methyl-3-(1-methyl-1H-indol-3-yl)-2-oxo-5-pentylcyclopentyl)4-phenyloxazolidin-2-one

Chemical Property of (S)-3-((1R,3S,4R,5S)-4-(4-methoxyphenyl)-3-methyl-3-(1-methyl-1H-indol-3-yl)-2-oxo-5-pentylcyclopentyl)4-phenyloxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-((1R,3S,4R,5S)-4-(4-methoxyphenyl)-3-methyl-3-(1-methyl-1H-indol-3-yl)-2-oxo-5-pentylcyclopentyl)4-phenyloxazolidin-2-one

There total 6 articles about (S)-3-((1R,3S,4R,5S)-4-(4-methoxyphenyl)-3-methyl-3-(1-methyl-1H-indol-3-yl)-2-oxo-5-pentylcyclopentyl)4-phenyloxazolidin-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: 93.0%

1-methylindole (603-76-9) + (S)-3-((1E,4Z)-1-(4-methoxyphenyl)-2-methyl-3-oxodeca-1,4-dien-4-yl)-4-phenyloxazolidin-2-one (1370641-30-7) → (S)-3-((1R,3S,4R,5S)-4-(4-methoxyphenyl)-3-methyl-3-(1-methyl-1H-indol-3-yl)-2-oxo-5-pentylcyclopentyl)4-phenyloxazolidin-2-one (1370641-22-7)

Guidance literature:

In dichloromethane; at -78 - 20 ℃; for 5h; optical yield given as %de; stereoselective reaction; Inert atmosphere;

DOI:10.1021/ol300316a

Reference yield: 93.0%

1-methylindole (603-76-9) + C27H31NO4 → (S)-3-((1R,3S,4R,5S)-4-(4-methoxyphenyl)-3-methyl-3-(1-methyl-1H-indol-3-yl)-2-oxo-5-pentylcyclopentyl)4-phenyloxazolidin-2-one (1370641-22-7)

Guidance literature:

With methanesulfonic acid; stereoselective reaction; Inert atmosphere;

DOI:10.1021/acs.joc.7b00082

Reference yield:

(E)-3-(4-methoxyphenyl)-2-methylacryloyl chloride (1370641-48-7) → (S)-3-((1R,3S,4R,5S)-4-(4-methoxyphenyl)-3-methyl-3-(1-methyl-1H-indol-3-yl)-2-oxo-5-pentylcyclopentyl)4-phenyloxazolidin-2-one (1370641-22-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; tri-n-butyl-tin hydride / dichloromethane / 0.53 h / 0 - 20 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: dichloromethane / 5 h / -78 - 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tri-n-butyl-tin hydride; In dichloromethane; 1.2: Stille-type cross-coupling / 2.1: Nazarov cyclization;

DOI:10.1021/ol300316a

upstream raw materials:

1-methylindole

(S)-3-((1E,4Z)-1-(4-methoxyphenyl)-2-methyl-3-oxodeca-1,4-dien-4-yl)-4-phenyloxazolidin-2-one

1-bromohept-1-yne

(E)-3-(4-methoxyphenyl)-2-methylacryloyl chloride