(S)-1-(Toluene-4-sulfonyl)-4-[1-trimethylsilanyl-meth-(Z)-ylidene]-2-vinyl-pyrrolidine

Base Information

Chemical Name:(S)-1-(Toluene-4-sulfonyl)-4-[1-trimethylsilanyl-meth-(Z)-ylidene]-2-vinyl-pyrrolidine
CAS No.:895153-42-1
Molecular Formula:C₁₇H₂₅NO₂SSi
Molecular Weight:335.543
Hs Code.:

Synonyms:(S)-1-(Toluene-4-sulfonyl)-4-[1-trimethylsilanyl-meth-(Z)-ylidene]-2-vinyl-pyrrolidine

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Chemical Property of (S)-1-(Toluene-4-sulfonyl)-4-[1-trimethylsilanyl-meth-(Z)-ylidene]-2-vinyl-pyrrolidine

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Technology Process of (S)-1-(Toluene-4-sulfonyl)-4-[1-trimethylsilanyl-meth-(Z)-ylidene]-2-vinyl-pyrrolidine

There total 4 articles about (S)-1-(Toluene-4-sulfonyl)-4-[1-trimethylsilanyl-meth-(Z)-ylidene]-2-vinyl-pyrrolidine 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:

: 40742-21-0
1‐(but‐3‐en‐1‐yloxy)‐4‐nitrobenzene

: 214138-34-8
4-methyl-N-(3-(trimethylsilyl)prop-2-yn-1-yl)benzenesulfonamide

: 895153-42-1
(S)-1-(Toluene-4-sulfonyl)-4-[1-trimethylsilanyl-meth-(Z)-ylidene]-2-vinyl-pyrrolidine

: (R)-1-(Toluene-4-sulfonyl)-4-[1-trimethylsilanyl-meth-(Z)-ylidene]-2-vinyl-pyrrolidine

Guidance literature:: 1‐(but‐3‐en‐1‐yloxy)‐4‐nitrobenzene; 4-methyl-N-(3-(trimethylsilyl)prop-2-yn-1-yl)benzenesulfonamide; With cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; In acetone; at 20 ℃; for 4h;

With bis(η3-allyl-μ-chloropalladium(II)); 1,8-diazabicyclo[5.4.0]undec-7-ene; (1R,2R)-1,2-bis[(2-diphenylphosphanyl)benzoylamino]cyclohexane; In dichloromethane; at 20 ℃; for 1h; Title compound not separated from byproducts;
DOI:10.1021/ja060812g

Reference yield:

: 55022-46-3
4-methyl-N-prop-2-ynylbenzenesulfonamide

: 895153-42-1
(S)-1-(Toluene-4-sulfonyl)-4-[1-trimethylsilanyl-meth-(Z)-ylidene]-2-vinyl-pyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.75 h / -78 - 0 °C

1.2: 71 percent / tetrahydrofuran; hexane / 0 - 20 °C

2.1: [CpRu(CH₃CN)3]PF₆ / acetone / 4 h / 20 °C

2.2: DBU; [Pd(η³-C3H5)Cl]2; (1R,2R)-1,2-bis[o-(Ph2P)C6H4CO]-cyclohexane-1,2-diamine / CH2Cl2 / 1 h / 20 °C

With n-butyllithium; cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; In tetrahydrofuran; hexane; acetone;
DOI:10.1021/ja060812g

Reference yield:

: 18303-04-3
N-[(tert-butoxy)carbonyl]-4-methylbenzenesulfonamide

: 895153-42-1
(S)-1-(Toluene-4-sulfonyl)-4-[1-trimethylsilanyl-meth-(Z)-ylidene]-2-vinyl-pyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 88 percent / diisopropylazodicarboxylate; PPh₃ / tetrahydrofuran / 0 - 20 °C

2.1: 96 percent / TFA / CH₂Cl₂ / 24 h / 20 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 0.75 h / -78 - 0 °C

3.2: 71 percent / tetrahydrofuran; hexane / 0 - 20 °C

4.1: [CpRu(CH₃CN)3]PF₆ / acetone / 4 h / 20 °C

4.2: DBU; [Pd(η³-C3H5)Cl]2; (1R,2R)-1,2-bis[o-(Ph2P)C6H4CO]-cyclohexane-1,2-diamine / CH2Cl2 / 1 h / 20 °C

With n-butyllithium; cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; di-isopropyl azodicarboxylate; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane; acetone;
DOI:10.1021/ja060812g