(S)-2-(3,4-Dimethoxy-phenyl)-2-(2-[1,3]dioxolan-2-yl-ethyl)-3-methyl-but-3-enenitrile

Base Information

• Chemical Name: (S)-2-(3,4-Dimethoxy-phenyl)-2-(2-[1,3]dioxolan-2-yl-ethyl)-3-methyl-but-3-enenitrile
• CAS No.: 849519-06-8
• Molecular Formula: C₁₈H₂₃NO₄
• Molecular Weight: 317.385
• Mol file: 849519-06-8.mol

Synonyms:(S)-2-(3,4-Dimethoxy-phenyl)-2-(2-[1,3]dioxolan-2-yl-ethyl)-3-methyl-but-3-enenitrile

Chemical Property of (S)-2-(3,4-Dimethoxy-phenyl)-2-(2-[1,3]dioxolan-2-yl-ethyl)-3-methyl-but-3-enenitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(3,4-Dimethoxy-phenyl)-2-(2-[1,3]dioxolan-2-yl-ethyl)-3-methyl-but-3-enenitrile

There total 6 articles about (S)-2-(3,4-Dimethoxy-phenyl)-2-(2-[1,3]dioxolan-2-yl-ethyl)-3-methyl-but-3-enenitrile 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:

(S)-2-(3,4-Dimethoxy-phenyl)-2-(2-[1,3]dioxolan-2-yl-ethyl)-3-hydroxy-3-methyl-butyronitrile → (S)-2-(3,4-Dimethoxy-phenyl)-2-(2-[1,3]dioxolan-2-yl-ethyl)-3-methyl-but-3-enenitrile (849519-06-8)

Guidance literature:

With [Ph(CF₃)2CO]SPh₂; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1002/anie.200461886

Reference yield:

2-(3,4-dimethoxy-phenyl)-4-[1,3]dioxolan-2-yl-butyronitrile (849519-04-6) → (S)-2-(3,4-Dimethoxy-phenyl)-2-(2-[1,3]dioxolan-2-yl-ethyl)-3-methyl-but-3-enenitrile (849519-06-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: lithium diisopropylamide / tetrahydrofuran; hexane / 0.08 h / -78 °C

1.2: 100 percent / tetrahydrofuran; hexane / -78 - 20 °C

2.1: chiral 4-(pyrrolidino)pyridine-derived Fe(II) complex / hexafluorobenzene / 72 h / 20 °C

3.1: diethyl ether / 12 h / 0 °C

4.1: 0.110 g / [Ph(CF₃)2CO]SPh₂ / CH₂Cl₂ / 12 h / 20 °C

With [Ph(CF₃)2CO]SPh₂; lithium diisopropyl amide; chiral 4-(pyrrolidino)pyridine-derived Fe(II); In tetrahydrofuran; Hexafluorobenzene; diethyl ether; hexane; dichloromethane;

DOI:10.1002/anie.200461886

Reference yield:

(tert-butyl-dimethyl-silanyl)-[2-(3,4-dimethoxy-phenyl)-4-[1,3]dioxolan-2-yl-but-1-enylidene]-amine (849519-05-7) → (S)-2-(3,4-Dimethoxy-phenyl)-2-(2-[1,3]dioxolan-2-yl-ethyl)-3-methyl-but-3-enenitrile (849519-06-8)

Guidance literature:

Multi-step reaction with 3 steps

1: chiral 4-(pyrrolidino)pyridine-derived Fe(II) complex / hexafluorobenzene / 72 h / 20 °C

2: diethyl ether / 12 h / 0 °C

3: 0.110 g / [Ph(CF₃)2CO]SPh₂ / CH₂Cl₂ / 12 h / 20 °C

With [Ph(CF₃)2CO]SPh₂; chiral 4-(pyrrolidino)pyridine-derived Fe(II); In Hexafluorobenzene; diethyl ether; dichloromethane;

DOI:10.1002/anie.200461886

upstream raw materials:

2-(3,4-dimethoxy-phenyl)-4-[1,3]dioxolan-2-yl-butyronitrile

(S)-2-(3,4-Dimethoxy-phenyl)-2-(2-[1,3]dioxolan-2-yl-ethyl)-3-oxo-butyronitrile

(tert-butyl-dimethyl-silanyl)-[2-(3,4-dimethoxy-phenyl)-4-[1,3]dioxolan-2-yl-but-1-enylidene]-amine

2-bromo-2-(2-ethyl)dioxolane

Downstream raw materials:

(S)-2-(3,4-Dimethoxy-phenyl)-2-(2-[1,3]dioxolan-2-yl-ethyl)-3-methyl-butyronitrile

(S)-verapamil