[2(1R,2R),2S]-2-[[1-ethyl-2-(trimethylsilanyl)but-3-enyl]amino]-2-phenylethanol

Base Information

Chemical Name:[2(1R,2R),2S]-2-[[1-ethyl-2-(trimethylsilanyl)but-3-enyl]amino]-2-phenylethanol
CAS No.:288145-10-8
Molecular Formula:C₁₇H₂₉NOSi
Molecular Weight:291.509
Hs Code.:

Synonyms:[2(1R,2R),2S]-2-[[1-ethyl-2-(trimethylsilanyl)but-3-enyl]amino]-2-phenylethanol

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Chemical Property of [2(1R,2R),2S]-2-[[1-ethyl-2-(trimethylsilanyl)but-3-enyl]amino]-2-phenylethanol

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Technology Process of [2(1R,2R),2S]-2-[[1-ethyl-2-(trimethylsilanyl)but-3-enyl]amino]-2-phenylethanol

There total 3 articles about [2(1R,2R),2S]-2-[[1-ethyl-2-(trimethylsilanyl)but-3-enyl]amino]-2-phenylethanol 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: 50.0%

: 241488-69-7
(S)-2-Ethyl-4-phenyl-oxazolidine

: 762-72-1
allyl-trimethyl-silane

: 288145-10-8
[2(1R,2R),2S]-2-[[1-ethyl-2-(trimethylsilanyl)but-3-enyl]amino]-2-phenylethanol

Guidance literature:: allyl-trimethyl-silane; With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; cyclohexane; at -78 - 20 ℃; for 0.5h;

With titanium(IV) isopropylate; In tetrahydrofuran; cyclohexane; at -78 ℃; for 1h;

(S)-2-Ethyl-4-phenyl-oxazolidine; In tetrahydrofuran; cyclohexane; at -78 - 0 ℃; for 1.33333h; Further stages.;
DOI:10.1021/jo010779a

Reference yield:

: 20989-17-7
(2S)-2-phenylglycinol

: 288145-10-8
[2(1R,2R),2S]-2-[[1-ethyl-2-(trimethylsilanyl)but-3-enyl]amino]-2-phenylethanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: MgSO₄ / tetrahydrofuran / 20 °C

2.1: sec-butyllithium; N,N,N',N'-tetramethylethylenediamine / tetrahydrofuran; cyclohexane / 0.5 h / -78 - 20 °C

2.2: titanium(IV) isopropoxide / tetrahydrofuran; cyclohexane / 1 h / -78 °C

2.3: 50 percent / tetrahydrofuran; cyclohexane / 1.33 h / -78 - 0 °C

With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; magnesium sulfate; In tetrahydrofuran; cyclohexane;
DOI:10.1021/jo010779a

Reference yield:

: 241488-69-7
(S)-2-Ethyl-4-phenyl-oxazolidine

: 762-72-1
allyl-trimethyl-silane

: (S)-2-((1S,2S)-1-Ethyl-2-trimethylsilanyl-but-3-enylamino)-2-phenyl-ethanol

: 288145-10-8
[2(1R,2R),2S]-2-[[1-ethyl-2-(trimethylsilanyl)but-3-enyl]amino]-2-phenylethanol

Guidance literature:: allyl-trimethyl-silane; With titanium(IV) isopropylate; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h;

(S)-2-Ethyl-4-phenyl-oxazolidine; In tetrahydrofuran; at -78 ℃; for 0.5h; Title compound not separated from byproducts;
DOI:10.1016/S0040-4039(00)00947-3