(S)-2-[(R)-1-(tert-butyldimethylsilanyloxy)but-3-enyl]-1-(toluene-4-sulfonyl)-2,5-dihydro-1H-pyrrole

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Chemical Name:(S)-2-[(R)-1-(tert-butyldimethylsilanyloxy)but-3-enyl]-1-(toluene-4-sulfonyl)-2,5-dihydro-1H-pyrrole
CAS No.:320718-10-3
Molecular Formula:C₂₁H₃₃NO₃SSi
Molecular Weight:407.649
Hs Code.:

Synonyms:(S)-2-[(R)-1-(tert-butyldimethylsilanyloxy)but-3-enyl]-1-(toluene-4-sulfonyl)-2,5-dihydro-1H-pyrrole

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Chemical Property of (S)-2-[(R)-1-(tert-butyldimethylsilanyloxy)but-3-enyl]-1-(toluene-4-sulfonyl)-2,5-dihydro-1H-pyrrole

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Technology Process of (S)-2-[(R)-1-(tert-butyldimethylsilanyloxy)but-3-enyl]-1-(toluene-4-sulfonyl)-2,5-dihydro-1H-pyrrole

There total 7 articles about (S)-2-[(R)-1-(tert-butyldimethylsilanyloxy)but-3-enyl]-1-(toluene-4-sulfonyl)-2,5-dihydro-1H-pyrrole 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: 100.0%

: 320718-06-7
N-allyl-N-((1S,5R)-5-[tert-butyldimethylsilanyloxy)cyclopent-2-enyl]-4-methylbenzenesulfonamide

: 320718-10-3
(S)-2-[(R)-1-(tert-butyldimethylsilanyloxy)but-3-enyl]-1-(toluene-4-sulfonyl)-2,5-dihydro-1H-pyrrole

Guidance literature:: polymer-bound ruthenium catalyst; In dichloromethane; at 45 ℃;
DOI:10.1002/1521-3773(20001103)39:21<3898::AID-ANIE3898>3.0.CO;2-X

Reference yield:

: 29783-26-4
cis-4-cyclopentene-1,3-diol

: 320718-10-3
(S)-2-[(R)-1-(tert-butyldimethylsilanyloxy)but-3-enyl]-1-(toluene-4-sulfonyl)-2,5-dihydro-1H-pyrrole

Guidance literature:: Multi-step reaction with 6 steps

1: tetrahydrofuran / 1 h / 60 °C

2: 17.89 g / Et₃N; tris(dibenzylideneacetone)dipalladium⁽⁰⁾*CHCl₃; (1R,2R)-(+)-1,2-[NHC(O)(o-(PPh₂)C₆H₄]2-cyclohexane / tetrahydrofuran / -50 - 20 °C

3: 98 percent / KOH / methanol / 2 h / 70 °C

4: 99 percent / K₂CO₃ / dimethylformamide / 20 °C

5: 98 percent / 2,6-lutidine / CH₂Cl₂ / 20 °C

6: 98 percent / Cl₂(PCy₃)2RuCHPh; ethylene; Pb(OAc)4 / CH₂Cl₂ / 14 h / 20 °C

With 2,6-dimethylpyridine; lead(IV) acetate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium hydroxide; Grubbs catalyst first generation; ethene; potassium carbonate; (1R,2R)-1,2-bis[(2-diphenylphosphanyl)benzoylamino]cyclohexane; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo025589u

Reference yield:

: 4083-64-1
Tosyl isocyanate

: 320718-10-3
(S)-2-[(R)-1-(tert-butyldimethylsilanyloxy)but-3-enyl]-1-(toluene-4-sulfonyl)-2,5-dihydro-1H-pyrrole

Guidance literature:: Multi-step reaction with 6 steps

1: tetrahydrofuran / 1 h / 60 °C

2: 17.89 g / Et₃N; tris(dibenzylideneacetone)dipalladium⁽⁰⁾*CHCl₃; (1R,2R)-(+)-1,2-[NHC(O)(o-(PPh₂)C₆H₄]2-cyclohexane / tetrahydrofuran / -50 - 20 °C

3: 98 percent / KOH / methanol / 2 h / 70 °C

4: 99 percent / K₂CO₃ / dimethylformamide / 20 °C

5: 98 percent / 2,6-lutidine / CH₂Cl₂ / 20 °C

6: 98 percent / Cl₂(PCy₃)2RuCHPh; ethylene; Pb(OAc)4 / CH₂Cl₂ / 14 h / 20 °C

With 2,6-dimethylpyridine; lead(IV) acetate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium hydroxide; Grubbs catalyst first generation; ethene; potassium carbonate; (1R,2R)-1,2-bis[(2-diphenylphosphanyl)benzoylamino]cyclohexane; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo025589u