(2S,3R,4R)-3-(4-methoxyphenyl)-2-methyl-2-(1-methyl-1H-indol-3-yl)-4-pentylcyclopentanone

Base Information

Chemical Name:(2S,3R,4R)-3-(4-methoxyphenyl)-2-methyl-2-(1-methyl-1H-indol-3-yl)-4-pentylcyclopentanone
CAS No.:1370641-27-2
Molecular Formula:C₂₇H₃₃NO₂
Molecular Weight:403.565
Hs Code.:

Synonyms:(2S,3R,4R)-3-(4-methoxyphenyl)-2-methyl-2-(1-methyl-1H-indol-3-yl)-4-pentylcyclopentanone

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Chemical Property of (2S,3R,4R)-3-(4-methoxyphenyl)-2-methyl-2-(1-methyl-1H-indol-3-yl)-4-pentylcyclopentanone

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Technology Process of (2S,3R,4R)-3-(4-methoxyphenyl)-2-methyl-2-(1-methyl-1H-indol-3-yl)-4-pentylcyclopentanone

There total 4 articles about (2S,3R,4R)-3-(4-methoxyphenyl)-2-methyl-2-(1-methyl-1H-indol-3-yl)-4-pentylcyclopentanone 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: 81.0%

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

: 1370641-27-2
(2S,3R,4R)-3-(4-methoxyphenyl)-2-methyl-2-(1-methyl-1H-indol-3-yl)-4-pentylcyclopentanone

Guidance literature:: With samarium diiodide; In tetrahydrofuran; at 0 ℃; optical yield given as %ee; Inert atmosphere;
DOI:10.1021/ol300316a

Reference yield:

: C₂₇H₃₁NO₄

: 1370641-27-2
(2S,3R,4R)-3-(4-methoxyphenyl)-2-methyl-2-(1-methyl-1H-indol-3-yl)-4-pentylcyclopentanone

Guidance literature:: Multi-step reaction with 2 steps

1: methanesulfonic acid / Inert atmosphere

2: samarium diiodide / tetrahydrofuran / Inert atmosphere

With samarium diiodide; methanesulfonic acid; In tetrahydrofuran; 1: |Nazarov Cyclization;
DOI:10.1021/acs.joc.7b00082

Reference yield:

: 1370641-42-1
(S)-3-(hept-1-yn-1-yl)-4-phenyloxazolidin-2-one

: 1370641-27-2
(2S,3R,4R)-3-(4-methoxyphenyl)-2-methyl-2-(1-methyl-1H-indol-3-yl)-4-pentylcyclopentanone

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; tri-n-butyl-tin hydride / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: methanesulfonic acid / Inert atmosphere

3.1: samarium diiodide / tetrahydrofuran / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; samarium diiodide; methanesulfonic acid; tri-n-butyl-tin hydride; In tetrahydrofuran; dichloromethane; 2.1: |Nazarov Cyclization;
DOI:10.1021/acs.joc.7b00082