(S)-3-[(1R,5S)-3,4-dimethyl-2-oxo-5-pentylcyclopent-3-en-1-yl]-4-phenyloxazolidin-2-one

Base Information

Chemical Name:(S)-3-[(1R,5S)-3,4-dimethyl-2-oxo-5-pentylcyclopent-3-en-1-yl]-4-phenyloxazolidin-2-one
CAS No.:1370641-08-9
Molecular Formula:C₂₁H₂₇NO₃
Molecular Weight:341.45
Hs Code.:

Synonyms:(S)-3-[(1R,5S)-3,4-dimethyl-2-oxo-5-pentylcyclopent-3-en-1-yl]-4-phenyloxazolidin-2-one

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Chemical Property of (S)-3-[(1R,5S)-3,4-dimethyl-2-oxo-5-pentylcyclopent-3-en-1-yl]-4-phenyloxazolidin-2-one

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Technology Process of (S)-3-[(1R,5S)-3,4-dimethyl-2-oxo-5-pentylcyclopent-3-en-1-yl]-4-phenyloxazolidin-2-one

There total 4 articles about (S)-3-[(1R,5S)-3,4-dimethyl-2-oxo-5-pentylcyclopent-3-en-1-yl]-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: 99.0%

: 1370641-29-4
(S)-3-[(2E,5Z)-3-methyl-4-oxoundeca-2,5-dien-5-yl]-4-phenyloxazolidin-2-one

: 1370641-08-9
(S)-3-[(1R,5S)-3,4-dimethyl-2-oxo-5-pentylcyclopent-3-en-1-yl]-4-phenyloxazolidin-2-one

Guidance literature:: With methanesulfonic acid; In dichloromethane; at 0 - 20 ℃; for 1h; optical yield given as %de; stereoselective reaction; Inert atmosphere;
DOI:10.1021/ol300316a

Reference yield:

: 35660-94-7
(E)-2-methylbut-2-enoyl chloride

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

: 1370641-08-9
(S)-3-[(1R,5S)-3,4-dimethyl-2-oxo-5-pentylcyclopent-3-en-1-yl]-4-phenyloxazolidin-2-one

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: methanesulfonic acid / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; methanesulfonic acid; tri-n-butyl-tin hydride; In dichloromethane; 1.2: Stille-type cross-coupling / 2.1: Nazarov cyclization;
DOI:10.1021/ol300316a

Reference yield:

: 19821-84-2
1-bromohept-1-yne

: 1370641-08-9
(S)-3-[(1R,5S)-3,4-dimethyl-2-oxo-5-pentylcyclopent-3-en-1-yl]-4-phenyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: copper(ll) sulfate pentahydrate; 1,10-Phenanthroline; potassium carbonate / toluene / 90 °C / Inert atmosphere

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

2.2: Inert atmosphere

3.1: methanesulfonic acid / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,10-Phenanthroline; copper(ll) sulfate pentahydrate; methanesulfonic acid; tri-n-butyl-tin hydride; potassium carbonate; In dichloromethane; toluene; 2.2: Stille-type cross-coupling / 3.1: Nazarov cyclization;
DOI:10.1021/ol300316a