(S)-2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethanamine

Base Information

Chemical Name:(S)-2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethanamine
CAS No.:1312719-22-4
Molecular Formula:C₁₄H₂₃ClFNOSi
Molecular Weight:303.88
Hs Code.:

Synonyms:(S)-2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethanamine

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Chemical Property of (S)-2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethanamine

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Technology Process of (S)-2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethanamine

There total 7 articles about (S)-2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethanamine 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: 88.1%

: 1395078-44-0
(S)-2-(2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethyl)isoindoline-1,3-dione

: 1312719-22-4
(S)-2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethanamine

Guidance literature:: With methanol; hydrazine hydrate; In tetrahydrofuran; at 60 ℃; for 3h;

Reference yield: 86.0%

: 1312719-12-2
(Rs,1S)-N-(2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethyl)-2-methylpropane-2-sulfinamide

: 1312719-22-4
(S)-2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethanamine

Guidance literature:: (Rs,1S)-N-(2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethyl)-2-methylpropane-2-sulfinamide; With hydrogenchloride; In methanol; diethyl ether; at 20 ℃; for 0.666667h;

With sodium hydrogencarbonate; In methanol; water;
DOI:10.1016/j.tetasy.2011.01.011

Reference yield:

: 163089-34-7
N-methoxy-N-methyl-2-(1,1,2,2-tetramethyl-1-silapropoxy)acetamide

: 1312719-22-4
(S)-2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethanamine

Guidance literature:: Multi-step reaction with 4 steps

1.1: magnesium; ethylene dibromide / tetrahydrofuran / 0.67 h / 20 °C / Inert atmosphere

1.2: 3 h / 0 °C / Inert atmosphere

2.1: titanium(IV) isopropylate / tetrahydrofuran / Inert atmosphere; Reflux

3.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 1 h / -78 °C

3.2: -78 - 20 °C

4.1: hydrogenchloride / methanol; diethyl ether / 0.67 h / 20 °C

With titanium(IV) isopropylate; hydrogenchloride; diisobutylaluminium hydride; magnesium; ethylene dibromide; In tetrahydrofuran; methanol; diethyl ether; toluene;
DOI:10.1016/j.tetasy.2011.01.011