[2S,2(1S,3E)]-2-phenyl-2-[[1-isopropyl-4-(trimethylsilanyl)but-3-enyl]amino]ethanol

Base Information

• Chemical Name: [2S,2(1S,3E)]-2-phenyl-2-[[1-isopropyl-4-(trimethylsilanyl)but-3-enyl]amino]ethanol
• CAS No.: 288145-06-2
• Molecular Formula: C₁₈H₃₁NOSi
• Molecular Weight: 305.536
• Mol file: 288145-06-2.mol

Synonyms:[2S,2(1S,3E)]-2-phenyl-2-[[1-isopropyl-4-(trimethylsilanyl)but-3-enyl]amino]ethanol

Chemical Property of [2S,2(1S,3E)]-2-phenyl-2-[[1-isopropyl-4-(trimethylsilanyl)but-3-enyl]amino]ethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [2S,2(1S,3E)]-2-phenyl-2-[[1-isopropyl-4-(trimethylsilanyl)but-3-enyl]amino]ethanol

There total 2 articles about [2S,2(1S,3E)]-2-phenyl-2-[[1-isopropyl-4-(trimethylsilanyl)but-3-enyl]amino]ethanol 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: 75.0%

(4S)-2-isopropyl-4-phenyl-1,3-oxazolidine (188661-46-3) + allyl-trimethyl-silane (762-72-1) → [2S,2(1S,3E)]-2-phenyl-2-[[1-isopropyl-4-(trimethylsilanyl)but-3-enyl]amino]ethanol (288145-06-2) + [2S,2(1R,3E)]-2-phenyl-2-[[1-isopropyl-4-(trimethylsilanyl)but-3-enyl]amino]ethanol

Guidance literature:

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

(4S)-2-isopropyl-4-phenyl-1,3-oxazolidine; In tetrahydrofuran; cyclohexane; at -78 - 0 ℃; for 1.33333h;

DOI:10.1021/jo010779a

Reference yield:

(2S)-2-phenylglycinol (20989-17-7) → [2S,2(1S,3E)]-2-phenyl-2-[[1-isopropyl-4-(trimethylsilanyl)but-3-enyl]amino]ethanol (288145-06-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: MgSO₄ / tetrahydrofuran / 1 h / 20 °C

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

2.2: 75 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: 100.0%

[2S,2(1S,3E)]-2-phenyl-2-[[1-isopropyl-4-(trimethylsilanyl)but-3-enyl]amino]ethanol (288145-06-2) → ((E)-(S)-1-Isopropyl-4-trimethylsilanyl-but-3-enyl)-[1-phenyl-meth-(E)-ylidene]-amine

Guidance literature:

With lead(IV) acetate; In methanol; dichloromethane; at 0 ℃;

DOI:10.1016/j.tetlet.2004.03.066

upstream raw materials:

(4S)-2-isopropyl-4-phenyl-1,3-oxazolidine

allyl-trimethyl-silane

(2S)-2-phenylglycinol

Downstream raw materials:

[4(1S),5S]-4-(1-isopropyl-4-trimethylsilanylbut-3-enyl)-5-phenylmorpholin-2-one

(2S,6S)-6-isopropylpiperidine-2-carboxylic acid

(4S,6S,9aS)-4-phenyl-6-isopropyl-3,4,7,9a-tetrahydro-6H-pyrido[2,1-c][1,4]oxazin-1-one

[4(1S),5S]-4-(1-isopropyl-4-trimethylsilanylbut-3-enyl)-5-phenyl-3-phenylsulfanylmorpholin-2-one