(S)-1-((E)-But-2-enyl)-5-[(2R,3R)-5-oxo-2-((E)-styryl)-tetrahydro-furan-3-yl]-pyrrolidin-2-one

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Chemical Name:(S)-1-((E)-But-2-enyl)-5-[(2R,3R)-5-oxo-2-((E)-styryl)-tetrahydro-furan-3-yl]-pyrrolidin-2-one
CAS No.:885972-01-0
Molecular Formula:C₂₀H₂₃NO₃
Molecular Weight:325.408
Hs Code.:

Synonyms:(S)-1-((E)-But-2-enyl)-5-[(2R,3R)-5-oxo-2-((E)-styryl)-tetrahydro-furan-3-yl]-pyrrolidin-2-one

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Chemical Property of (S)-1-((E)-But-2-enyl)-5-[(2R,3R)-5-oxo-2-((E)-styryl)-tetrahydro-furan-3-yl]-pyrrolidin-2-one

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Technology Process of (S)-1-((E)-But-2-enyl)-5-[(2R,3R)-5-oxo-2-((E)-styryl)-tetrahydro-furan-3-yl]-pyrrolidin-2-one

There total 8 articles about (S)-1-((E)-But-2-enyl)-5-[(2R,3R)-5-oxo-2-((E)-styryl)-tetrahydro-furan-3-yl]-pyrrolidin-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: 87.0%

: 885972-21-4
(S)-1-((E)-But-2-enyl)-5-[(2R,3R)-5-hydroxy-2-((E)-styryl)-tetrahydro-furan-3-yl]-pyrrolidin-2-one

: 885972-01-0
(S)-1-((E)-But-2-enyl)-5-[(2R,3R)-5-oxo-2-((E)-styryl)-tetrahydro-furan-3-yl]-pyrrolidin-2-one

Guidance literature:: With sodium acetate; pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 6h;
DOI:10.1021/jo052364l

Reference yield:

: 885971-59-5
5-acetoxy N-crotyl pyyrolidine-2-one

: 885972-01-0
(S)-1-((E)-But-2-enyl)-5-[(2R,3R)-5-oxo-2-((E)-styryl)-tetrahydro-furan-3-yl]-pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: TiCl₄; diisopropylethylamine / CH₂Cl₂ / 0 - 30 °C

1.2: 92 percent / CH₂Cl₂ / 6 h / 0 °C

2.1: 74 percent / triethylamine; TMSCl / MgBr₂*OEt₂ / ethyl acetate / 36 h / 20 °C

3.1: 99 percent / 2,6-lutidine / CH₂Cl₂ / 20 °C

4.1: 96 percent / NaBH₄ / ethanol / 4 °C

5.1: 90 percent / 4-methylmorpholine N-oxide / TPAP / CH₂Cl₂ / 1 h / 20 °C

6.1: 76 percent / NaHMDS / tetrahydrofuran / 3 h / -78 °C

7.1: 88 percent / p-TsOH / tetrahydrofuran; H₂O / 4 h / Heating

8.1: 87 percent / PCC; sodium acetate / CH₂Cl₂ / 6 h / 20 °C

With 2,6-dimethylpyridine; sodium tetrahydroborate; chloro-trimethyl-silane; sodium acetate; sodium hexamethyldisilazane; titanium tetrachloride; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; triethylamine; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; tetrapropylammonium perruthennate; magnesium bromide; In tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate; 6.1: Wittig reaction;
DOI:10.1021/jo052364l

Reference yield:

: 885971-66-4
(-)-5(S)-2[2-(4(R)-phenyl-2-thioxo-thiazolidine-3-yl)-2-oxo-ethyl]-1-(but-2-enyl)-pyrrolidine-2-one

: 885972-01-0
(S)-1-((E)-But-2-enyl)-5-[(2R,3R)-5-oxo-2-((E)-styryl)-tetrahydro-furan-3-yl]-pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: 74 percent / triethylamine; TMSCl / MgBr₂*OEt₂ / ethyl acetate / 36 h / 20 °C

2: 99 percent / 2,6-lutidine / CH₂Cl₂ / 20 °C

3: 96 percent / NaBH₄ / ethanol / 4 °C

4: 90 percent / 4-methylmorpholine N-oxide / TPAP / CH₂Cl₂ / 1 h / 20 °C

5: 76 percent / NaHMDS / tetrahydrofuran / 3 h / -78 °C

6: 88 percent / p-TsOH / tetrahydrofuran; H₂O / 4 h / Heating

7: 87 percent / PCC; sodium acetate / CH₂Cl₂ / 6 h / 20 °C

With 2,6-dimethylpyridine; sodium tetrahydroborate; chloro-trimethyl-silane; sodium acetate; sodium hexamethyldisilazane; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; triethylamine; pyridinium chlorochromate; tetrapropylammonium perruthennate; magnesium bromide; In tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate; 5: Wittig reaction;
DOI:10.1021/jo052364l