(S)-3-[1-(tert-butyldimethylsilyloxy)ethyl]-2,2,2-trifluoroacetophenone-O-(4-toluenesulfonyl)oxime

Base Information

Chemical Name:(S)-3-[1-(tert-butyldimethylsilyloxy)ethyl]-2,2,2-trifluoroacetophenone-O-(4-toluenesulfonyl)oxime
CAS No.:871841-12-2
Molecular Formula:C₂₃H₃₀F₃NO₄SSi
Molecular Weight:501.642
Hs Code.:

Synonyms:(S)-3-[1-(tert-butyldimethylsilyloxy)ethyl]-2,2,2-trifluoroacetophenone-O-(4-toluenesulfonyl)oxime

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Chemical Property of (S)-3-[1-(tert-butyldimethylsilyloxy)ethyl]-2,2,2-trifluoroacetophenone-O-(4-toluenesulfonyl)oxime

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Technology Process of (S)-3-[1-(tert-butyldimethylsilyloxy)ethyl]-2,2,2-trifluoroacetophenone-O-(4-toluenesulfonyl)oxime

There total 4 articles about (S)-3-[1-(tert-butyldimethylsilyloxy)ethyl]-2,2,2-trifluoroacetophenone-O-(4-toluenesulfonyl)oxime 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:

: 871841-05-3
(S)-1-(3-bromophenyl)ethyl alcohol-O-(tert-butyldimethylsilyl) ether

: 871841-12-2
(S)-3-[1-(tert-butyldimethylsilyloxy)ethyl]-2,2,2-trifluoroacetophenone-O-(4-toluenesulfonyl)oxime

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 1.25 h / -78 °C

1.2: 91 percent / tetrahydrofuran; hexane / 1.25 h / -78 °C

2.1: 99 percent / hydroxylamine hydrochloride; pyridine / ethanol / 4 h / 80 °C

3.1: 82 percent / DIEA; DMAP / CH₂Cl₂ / 0.67 h / 0 - 20 °C

With pyridine; dmap; n-butyllithium; hydroxylamine hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; hexane; dichloromethane;
DOI:10.1016/j.tet.2005.09.007

Reference yield:

: 871841-07-5
(S)-3-[1-(tert-butyldimethylsilyloxy)ethyl]-2,2,2-trifluoroacetophenone

: 871841-12-2
(S)-3-[1-(tert-butyldimethylsilyloxy)ethyl]-2,2,2-trifluoroacetophenone-O-(4-toluenesulfonyl)oxime

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / hydroxylamine hydrochloride; pyridine / ethanol / 4 h / 80 °C

2: 82 percent / DIEA; DMAP / CH₂Cl₂ / 0.67 h / 0 - 20 °C

With pyridine; dmap; hydroxylamine hydrochloride; N-ethyl-N,N-diisopropylamine; In ethanol; dichloromethane;
DOI:10.1016/j.tet.2005.09.007

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 871841-12-2
(S)-3-[1-(tert-butyldimethylsilyloxy)ethyl]-2,2,2-trifluoroacetophenone-O-(4-toluenesulfonyl)oxime

Guidance literature:: Multi-step reaction with 4 steps

1.1: 78 percent / NaH; 15-crown-5 / CH₂Cl₂; various solvent(s) / 0.92 h / 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 1.25 h / -78 °C

2.2: 91 percent / tetrahydrofuran; hexane / 1.25 h / -78 °C

3.1: 99 percent / hydroxylamine hydrochloride; pyridine / ethanol / 4 h / 80 °C

4.1: 82 percent / DIEA; DMAP / CH₂Cl₂ / 0.67 h / 0 - 20 °C

With pyridine; dmap; n-butyllithium; 15-crown-5; hydroxylamine hydrochloride; sodium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; hexane; dichloromethane;
DOI:10.1016/j.tet.2005.09.007