(S)-N-((1S)-1-(4-(2-amino-4-nitrophenyl)pyridin-2-yl)but-3-en-1-yl)-2-methylpropane-2-sulfinamide

Base Information

• Chemical Name: (S)-N-((1S)-1-(4-(2-amino-4-nitrophenyl)pyridin-2-yl)but-3-en-1-yl)-2-methylpropane-2-sulfinamide
• CAS No.: 1329167-88-5
• Molecular Formula: C₁₉H₂₄N₄O₃S
• Molecular Weight: 388.491
• Mol file: 1329167-88-5.mol

Synonyms:(S)-N-((1S)-1-(4-(2-amino-4-nitrophenyl)pyridin-2-yl)but-3-en-1-yl)-2-methylpropane-2-sulfinamide

Chemical Property of (S)-N-((1S)-1-(4-(2-amino-4-nitrophenyl)pyridin-2-yl)but-3-en-1-yl)-2-methylpropane-2-sulfinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-N-((1S)-1-(4-(2-amino-4-nitrophenyl)pyridin-2-yl)but-3-en-1-yl)-2-methylpropane-2-sulfinamide

There total 4 articles about (S)-N-((1S)-1-(4-(2-amino-4-nitrophenyl)pyridin-2-yl)but-3-en-1-yl)-2-methylpropane-2-sulfinamide 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: 47.0%

(S)-N-(1-(4-chloropyridin-2-yl)but-3-enyl)-2-methylpropane-2-sulfinamide + 2‐(5,5‐dimethyl‐1,3,2‐dioxaborinan‐2‐yl)‐5‐nitroaniline (1329166-69-9) → (S)-N-((1S)-1-(4-(2-amino-4-nitrophenyl)pyridin-2-yl)but-3-en-1-yl)-2-methylpropane-2-sulfinamide (1329167-88-5) + (S)-N-((1R)-1-(4-(2-amino-4-nitrophenyl)pyridin-2-yl)but-3-en-1-yl)-2-methylpropane-2-sulfinamide (1329167-89-6)

Guidance literature:

With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In water; dimethyl sulfoxide; at 90 ℃; for 4h; Inert atmosphere;

Reference yield:

2-bromo 5-nitroaniline (10403-47-1) → (S)-N-((1S)-1-(4-(2-amino-4-nitrophenyl)pyridin-2-yl)but-3-en-1-yl)-2-methylpropane-2-sulfinamide (1329167-88-5) + (S)-N-((1R)-1-(4-(2-amino-4-nitrophenyl)pyridin-2-yl)but-3-en-1-yl)-2-methylpropane-2-sulfinamide (1329167-89-6)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / dimethyl sulfoxide / 4 h / 80 °C / Inert atmosphere

2: potassium phosphate; water / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / dimethyl sulfoxide / 5 h / 90 °C

With potassium phosphate; water; potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In dimethyl sulfoxide;

Reference yield:

(S)-N-[(1E)-(4-chloropyridin-2-yl)methylidene]-2-methylpropane-2-sulfinamide (1329167-86-3) → (S)-N-((1S)-1-(4-(2-amino-4-nitrophenyl)pyridin-2-yl)but-3-en-1-yl)-2-methylpropane-2-sulfinamide (1329167-88-5) + (S)-N-((1R)-1-(4-(2-amino-4-nitrophenyl)pyridin-2-yl)but-3-en-1-yl)-2-methylpropane-2-sulfinamide (1329167-89-6)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether; tetrahydrofuran / -78 °C

2: potassium phosphate; water / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / dimethyl sulfoxide / 5 h / 90 °C

With potassium phosphate; water; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; diethyl ether; dimethyl sulfoxide;

upstream raw materials:

4-chloro-2-pyridinecarbaldehyde

2-bromo 5-nitroaniline

(S)-N-[(1E)-(4-chloropyridin-2-yl)methylidene]-2-methylpropane-2-sulfinamide

2‐(5,5‐dimethyl‐1,3,2‐dioxaborinan‐2‐yl)‐5‐nitroaniline

Downstream raw materials:

tert-butyl N-[(1S)-1-[4-(2-amino-4-nitrophenyl)pyridin-2-yl]but-3-en-1-yl]carbamate

C₁₅H₁₆N₄O₂

{(S)-1-[4-(4-nitro-2-pent-4-enoylaminophenyl)pyridin-2-yl]but-3-enyl}carbamic acid tert-butyl ester

C₂₅H₃₂N₄O₃