3-({(1S,2S)-2-[(E)-4-(tert-butyldimethylsilanyloxy)but-2-enyloxy]-1-methyl-2-phenylethyl}methylamino)propionitrile

Base Information

• Chemical Name: 3-({(1S,2S)-2-[(E)-4-(tert-butyldimethylsilanyloxy)but-2-enyloxy]-1-methyl-2-phenylethyl}methylamino)propionitrile
• CAS No.: 934022-54-5
• Molecular Formula: C₂₃H₃₈N₂O₂Si
• Molecular Weight: 402.652
• Mol file: 934022-54-5.mol

Synonyms:3-({(1S,2S)-2-[(E)-4-(tert-butyldimethylsilanyloxy)but-2-enyloxy]-1-methyl-2-phenylethyl}methylamino)propionitrile

Chemical Property of 3-({(1S,2S)-2-[(E)-4-(tert-butyldimethylsilanyloxy)but-2-enyloxy]-1-methyl-2-phenylethyl}methylamino)propionitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-({(1S,2S)-2-[(E)-4-(tert-butyldimethylsilanyloxy)but-2-enyloxy]-1-methyl-2-phenylethyl}methylamino)propionitrile

There total 2 articles about 3-({(1S,2S)-2-[(E)-4-(tert-butyldimethylsilanyloxy)but-2-enyloxy]-1-methyl-2-phenylethyl}methylamino)propionitrile 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: 42.0%

3-(N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-N-methylamino)propanenitrile (77784-81-7) + (E)-((4-bromobut-2-en-1-yl)oxy)(tert-butyl)dimethylsilane (91202-71-0) → 3-({(1S,2S)-2-[(E)-4-(tert-butyldimethylsilanyloxy)but-2-enyloxy]-1-methyl-2-phenylethyl}methylamino)propionitrile (934022-54-5)

Guidance literature:

3-(N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-N-methylamino)propanenitrile; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.5h;

(E)-((4-bromobut-2-en-1-yl)oxy)(tert-butyl)dimethylsilane; With tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; at 20 ℃; for 12h; Further stages.;

DOI:10.1016/j.tetlet.2007.01.047

Reference yield:

pseudoephedrine (90-82-4,7009-81-6,90-83-5,6912-63-6) → 3-({(1S,2S)-2-[(E)-4-(tert-butyldimethylsilanyloxy)but-2-enyloxy]-1-methyl-2-phenylethyl}methylamino)propionitrile (934022-54-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 99 percent / methanol

2.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

2.2: 42 percent / tetra-butylammonium iodide / tetrahydrofuran / 12 h / 20 °C

With sodium hydride; In tetrahydrofuran; methanol;

DOI:10.1016/j.tetlet.2007.01.047

Reference yield:

3-({(1S,2S)-2-[(E)-4-(tert-butyldimethylsilanyloxy)but-2-enyloxy]-1-methyl-2-phenylethyl}methylamino)propionitrile (934022-54-5) → C20H35NO2SiO

Guidance literature:

With potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -78 - 20 ℃;

DOI:10.1016/j.tetlet.2007.01.047

upstream raw materials:

3-(N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-N-methylamino)propanenitrile

(E)-((4-bromobut-2-en-1-yl)oxy)(tert-butyl)dimethylsilane

pseudoephedrine