3-{tert-butyl[(2S)-2-(2,4-difluorophenyl)-2-hydroxyethyl]amino}propanenitrile

Base Information

• Chemical Name: 3-{tert-butyl[(2S)-2-(2,4-difluorophenyl)-2-hydroxyethyl]amino}propanenitrile
• CAS No.: 782482-51-3
• Molecular Formula: C₁₅H₂₀F₂N₂O
• Molecular Weight: 282.333
• Mol file: 782482-51-3.mol

Synonyms:3-{tert-butyl[(2S)-2-(2,4-difluorophenyl)-2-hydroxyethyl]amino}propanenitrile

Chemical Property of 3-{tert-butyl[(2S)-2-(2,4-difluorophenyl)-2-hydroxyethyl]amino}propanenitrile

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-{tert-butyl[(2S)-2-(2,4-difluorophenyl)-2-hydroxyethyl]amino}propanenitrile

There total 3 articles about 3-{tert-butyl[(2S)-2-(2,4-difluorophenyl)-2-hydroxyethyl]amino}propanenitrile 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: 92.0%

(1S)-2-(tert-butylamino)-1-(2,4-difluorophenyl)ethanol (782482-50-2) + acrylonitrile (107-13-1,25014-41-9) → 3-{tert-butyl[(2S)-2-(2,4-difluorophenyl)-2-hydroxyethyl]amino}propanenitrile (782482-51-3)

Guidance literature:

(1S)-2-(tert-butylamino)-1-(2,4-difluorophenyl)ethanol; acrylonitrile; for 22h; Heating;

With ethanol; formamide; for 15h; Heating;

DOI:10.1021/jo050178+

Reference yield:

2-chloro-1-(2,4-dichlorophenyl)ethanone (51336-94-8) → 3-{tert-butyl[(2S)-2-(2,4-difluorophenyl)-2-hydroxyethyl]amino}propanenitrile (782482-51-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 99 percent / (S)-2-methyl-CBS-OAB; BH₃*C₆H₅N(C₂H₅)2 / various solvent(s); toluene / 11 h / 40 °C

2.1: 89 percent / NaOH / methanol / Heating

3.1: 22 h / Heating

3.2: 92 percent / formamide; ethanol / 15 h / Heating

With sodium hydroxide; borane N,N-diethylaniline complex; (S)-2-methyl-CBS-OAB; In methanol; toluene;

DOI:10.1021/jo050178+

Reference yield:

(S)-2-chloro-1-(2’,4’-difluorophenyl)ethanol (330156-49-5,900508-66-9) → 3-{tert-butyl[(2S)-2-(2,4-difluorophenyl)-2-hydroxyethyl]amino}propanenitrile (782482-51-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 89 percent / NaOH / methanol / Heating

2.1: 22 h / Heating

2.2: 92 percent / formamide; ethanol / 15 h / Heating

With sodium hydroxide; In methanol;

DOI:10.1021/jo050178+

upstream raw materials:

(1S)-2-(tert-butylamino)-1-(2,4-difluorophenyl)ethanol

acrylonitrile

2-chloro-1-(2,4-dichlorophenyl)ethanone

(S)-2-chloro-1-(2’,4’-difluorophenyl)ethanol

Downstream raw materials:

(4R)-1-tert-butyl-4-(2,4-difluorophenyl)pyrrolidine-3-carbonitrile

(3S,4R)-1-tert-butyl-4-(2,4-difluorophenyl)pyrrolidine-3-carbonitrile

(3R,4R)-1-tert-butyl-4-(2,4-difluorophenyl)pyrrolidine-3-carbonitrile