(E)-(2R,3R)-2-[(S)-1-((E)-But-2-enyl)-5-oxo-pyrrolidin-2-yl]-5-phenyl-3-triethylsilanyloxy-pent-4-enal

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Chemical Name:(E)-(2R,3R)-2-[(S)-1-((E)-But-2-enyl)-5-oxo-pyrrolidin-2-yl]-5-phenyl-3-triethylsilanyloxy-pent-4-enal
CAS No.:885971-94-8
Molecular Formula:C₂₅H₃₇NO₃Si
Molecular Weight:427.659
Hs Code.:

Synonyms:(E)-(2R,3R)-2-[(S)-1-((E)-But-2-enyl)-5-oxo-pyrrolidin-2-yl]-5-phenyl-3-triethylsilanyloxy-pent-4-enal

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Chemical Property of (E)-(2R,3R)-2-[(S)-1-((E)-But-2-enyl)-5-oxo-pyrrolidin-2-yl]-5-phenyl-3-triethylsilanyloxy-pent-4-enal

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Technology Process of (E)-(2R,3R)-2-[(S)-1-((E)-But-2-enyl)-5-oxo-pyrrolidin-2-yl]-5-phenyl-3-triethylsilanyloxy-pent-4-enal

There total 5 articles about (E)-(2R,3R)-2-[(S)-1-((E)-But-2-enyl)-5-oxo-pyrrolidin-2-yl]-5-phenyl-3-triethylsilanyloxy-pent-4-enal 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: 90.0%

: 885971-87-9
(S)-1-((E)-But-2-enyl)-5-((E)-(1S,2R)-1-hydroxymethyl-4-phenyl-2-triethylsilanyloxy-but-3-enyl)-pyrrolidin-2-one

: 885971-94-8
(E)-(2R,3R)-2-[(S)-1-((E)-But-2-enyl)-5-oxo-pyrrolidin-2-yl]-5-phenyl-3-triethylsilanyloxy-pent-4-enal

Guidance literature:: With 4-methylmorpholine N-oxide; tetrapropylammonium perruthennate; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/jo052364l

Reference yield:

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

: 885971-94-8
(E)-(2R,3R)-2-[(S)-1-((E)-But-2-enyl)-5-oxo-pyrrolidin-2-yl]-5-phenyl-3-triethylsilanyloxy-pent-4-enal

Guidance literature:: Multi-step reaction with 5 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

With 2,6-dimethylpyridine; sodium tetrahydroborate; chloro-trimethyl-silane; titanium tetrachloride; 4-methylmorpholine N-oxide; triethylamine; N-ethyl-N,N-diisopropylamine; tetrapropylammonium perruthennate; magnesium bromide; In ethanol; dichloromethane; ethyl acetate;
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

: 885971-94-8
(E)-(2R,3R)-2-[(S)-1-((E)-But-2-enyl)-5-oxo-pyrrolidin-2-yl]-5-phenyl-3-triethylsilanyloxy-pent-4-enal

Guidance literature:: Multi-step reaction with 4 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

With 2,6-dimethylpyridine; sodium tetrahydroborate; chloro-trimethyl-silane; 4-methylmorpholine N-oxide; triethylamine; tetrapropylammonium perruthennate; magnesium bromide; In ethanol; dichloromethane; ethyl acetate;
DOI:10.1021/jo052364l