(S)-5-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-1-(toluene-4-sulfonyl)-pyrrolidin-2-one

Base Information

Chemical Name:(S)-5-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-1-(toluene-4-sulfonyl)-pyrrolidin-2-one
CAS No.:197771-97-4
Molecular Formula:C₂₀H₃₃NO₄SSi
Molecular Weight:411.638
Hs Code.:

Synonyms:(S)-5-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-1-(toluene-4-sulfonyl)-pyrrolidin-2-one

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Chemical Property of (S)-5-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-1-(toluene-4-sulfonyl)-pyrrolidin-2-one

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Technology Process of (S)-5-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-1-(toluene-4-sulfonyl)-pyrrolidin-2-one

There total 1 articles about (S)-5-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-1-(toluene-4-sulfonyl)-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: 63.0%

: 98-59-9
p-toluenesulfonyl chloride

: (S)-5-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-pyrrolidin-2-one

: 197771-97-4
(S)-5-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-1-(toluene-4-sulfonyl)-pyrrolidin-2-one

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; 1.) -78 deg C, 1 h, 2.) warm to room temperature;
DOI:10.1021/jo971192s

Reference yield: 98.0%

: 145100-51-2
N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-[(trifluoromethyl)sulphonyl]methanesulphonamide

: 197771-97-4
(S)-5-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-1-(toluene-4-sulfonyl)-pyrrolidin-2-one

: 197771-98-5
Trifluoro-methanesulfonic acid (S)-5-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-pyrrol-2-yl ester

Guidance literature:: With potassium hexamethylsilazane; In tetrahydrofuran; 1.) -78 deg C;
DOI:10.1021/jo971192s

Reference yield:

: 197771-97-4
(S)-5-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-1-(toluene-4-sulfonyl)-pyrrolidin-2-one

: (2R,5S)-5-Hydroxymethyl-1-(toluene-4-sulfonyl)-pyrrolidine-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / KHMDS / tetrahydrofuran / 1.) -78 deg C

2: 53 percent / Pd(Ph₃As)4, Et₃N / dimethylformamide / 12 h

3: 76 percent / TBAF / tetrahydrofuran / 1.5 h

4: H₂ / Pd/C / methanol / 72 h

With tetrakis(triphenylarsine)palladium⁽⁰⁾; tetrabutyl ammonium fluoride; hydrogen; potassium hexamethylsilazane; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jo971192s