(S)-3-{(4S,5R)-6-oxo-4-pentyl-5,6-dihydro-4H-cyclopenta[b]furan-5-yl}-4-phenyloxazolidin-2-one

Base Information

Chemical Name:(S)-3-{(4S,5R)-6-oxo-4-pentyl-5,6-dihydro-4H-cyclopenta[b]furan-5-yl}-4-phenyloxazolidin-2-one
CAS No.:1370641-16-9
Molecular Formula:C₂₁H₂₃NO₄
Molecular Weight:353.418
Hs Code.:

Synonyms:(S)-3-{(4S,5R)-6-oxo-4-pentyl-5,6-dihydro-4H-cyclopenta[b]furan-5-yl}-4-phenyloxazolidin-2-one

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Chemical Property of (S)-3-{(4S,5R)-6-oxo-4-pentyl-5,6-dihydro-4H-cyclopenta[b]furan-5-yl}-4-phenyloxazolidin-2-one

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Technology Process of (S)-3-{(4S,5R)-6-oxo-4-pentyl-5,6-dihydro-4H-cyclopenta[b]furan-5-yl}-4-phenyloxazolidin-2-one

There total 5 articles about (S)-3-{(4S,5R)-6-oxo-4-pentyl-5,6-dihydro-4H-cyclopenta[b]furan-5-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: 79.0%

: 1370641-37-4
(S,Z)-3-[1-(furan-2-yl)-1-oxooct-2-en-2-yl]-4-phenyloxazolidin-2-one

: 1370641-16-9
(S)-3-{(4S,5R)-6-oxo-4-pentyl-5,6-dihydro-4H-cyclopenta[b]furan-5-yl}-4-phenyloxazolidin-2-one

Guidance literature:: With trifluorormethanesulfonic acid; In dichloromethane; at 0 - 40 ℃; optical yield given as %de; stereoselective reaction; Inert atmosphere;
DOI:10.1021/ol300316a

Reference yield: 79.0%

: C₂₁H₂₃NO₄

: 1370641-16-9
(S)-3-{(4S,5R)-6-oxo-4-pentyl-5,6-dihydro-4H-cyclopenta[b]furan-5-yl}-4-phenyloxazolidin-2-one

Guidance literature:: With methanesulfonic acid; In dichloromethane; at 0 - 20 ℃; for 1h; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/acs.joc.7b00082

Reference yield:

: 527-69-5
2-furancarbonyl chloride

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

: 1370641-16-9
(S)-3-{(4S,5R)-6-oxo-4-pentyl-5,6-dihydro-4H-cyclopenta[b]furan-5-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: trifluorormethanesulfonic acid / dichloromethane / 0 - 40 °C / Inert atmosphere

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