(S)-N-[(E,2Z)-2-fluoro-3-(4-methoxyphenyl)-2-propenylidene]-2-methyl-2-propanesulfinamide

Base Information

• Chemical Name: (S)-N-[(E,2Z)-2-fluoro-3-(4-methoxyphenyl)-2-propenylidene]-2-methyl-2-propanesulfinamide
• CAS No.: 1112130-83-2
• Molecular Formula: C₁₄H₁₈FNO₂S
• Molecular Weight: 283.367
• Mol file: 1112130-83-2.mol

Synonyms:(S)-N-[(E,2Z)-2-fluoro-3-(4-methoxyphenyl)-2-propenylidene]-2-methyl-2-propanesulfinamide

Chemical Property of (S)-N-[(E,2Z)-2-fluoro-3-(4-methoxyphenyl)-2-propenylidene]-2-methyl-2-propanesulfinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-N-[(E,2Z)-2-fluoro-3-(4-methoxyphenyl)-2-propenylidene]-2-methyl-2-propanesulfinamide

There total 4 articles about (S)-N-[(E,2Z)-2-fluoro-3-(4-methoxyphenyl)-2-propenylidene]-2-methyl-2-propanesulfinamide 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: 96.0%

(Z)-2-fluoro-3-(4-methoxyphenyl)acrylaldehyde (194800-71-0) + (S)-2-methylpropane-2-sulfinamide (343338-28-3) → (S)-N-[(E,2Z)-2-fluoro-3-(4-methoxyphenyl)-2-propenylidene]-2-methyl-2-propanesulfinamide (1112130-83-2)

Guidance literature:

With titanium(IV) tetraethanolate; In tetrahydrofuran; for 1.5h; Reflux;

DOI:10.1039/c0ob00773k

Reference yield:

(2Z)-2-fluoro-3-(4-methoxyphenyl)-2-propen-1-ol (830-02-4) → (S)-N-[(E,2Z)-2-fluoro-3-(4-methoxyphenyl)-2-propenylidene]-2-methyl-2-propanesulfinamide (1112130-83-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / 4.5 h / Reflux

2: titanium(IV) tetraethanolate / tetrahydrofuran / 1.5 h / Reflux

With titanium(IV) tetraethanolate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; ethyl acetate;

DOI:10.1039/c0ob00773k

Reference yield:

4-methoxy-benzaldehyde (123-11-5) → (S)-N-[(E,2Z)-2-fluoro-3-(4-methoxyphenyl)-2-propenylidene]-2-methyl-2-propanesulfinamide (1112130-83-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: diethylzinc / hexane; dichloromethane / 3 h / 0 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

2.2: Inert atmosphere

3.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / 4.5 h / Reflux

4.1: titanium(IV) tetraethanolate / tetrahydrofuran / 1.5 h / Reflux

With titanium(IV) tetraethanolate; lithium aluminium tetrahydride; diethylzinc; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate;

DOI:10.1039/c0ob00773k

upstream raw materials:

(Z)-2-fluoro-3-(4-methoxyphenyl)acrylaldehyde

(S)-2-methylpropane-2-sulfinamide

(Z)-3-(4-methoxyphenyl)-2-fluoroacrylic acid ethyl ester

(2Z)-2-fluoro-3-(4-methoxyphenyl)-2-propen-1-ol

Downstream raw materials:

N-[(Z)-2-fluoro-1-isopropyl-3-(4-methoxyphenyl)-2-propenyl]-2-methyl-2-propanesulfinamide

N-[(Z)-2-fluoro-1-isopropyl-3-(4-methoxyphenyl)-2-propenyl]-2-methyl-2-propanesulfinamide

N-[(Z)-2-fluoro-1-isobutyl-3-(4-methoxyphenyl)-2-propenyl]-2-methyl-2-propanesulfinamide

N-[(Z)-2-fluoro-3-(4-methoxyphenyl)-1-vinyl-2-propenyl]-2-methyl-2-propanesulfinamide