(S)-N-((R)-4-cyclopropyl-1,1,1-trifluoro-2-phenylbut-3-yn-2-yl)-2-methylprop-2-ylsulfinamide

Base Information

• Chemical Name: (S)-N-((R)-4-cyclopropyl-1,1,1-trifluoro-2-phenylbut-3-yn-2-yl)-2-methylprop-2-ylsulfinamide
• CAS No.: 1269535-37-6
• Molecular Formula: C₁₇H₂₀F₃NOS
• Molecular Weight: 343.413
• Mol file: 1269535-37-6.mol

Synonyms:(S)-N-((R)-4-cyclopropyl-1,1,1-trifluoro-2-phenylbut-3-yn-2-yl)-2-methylprop-2-ylsulfinamide

Chemical Property of (S)-N-((R)-4-cyclopropyl-1,1,1-trifluoro-2-phenylbut-3-yn-2-yl)-2-methylprop-2-ylsulfinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-N-((R)-4-cyclopropyl-1,1,1-trifluoro-2-phenylbut-3-yn-2-yl)-2-methylprop-2-ylsulfinamide

There total 2 articles about (S)-N-((R)-4-cyclopropyl-1,1,1-trifluoro-2-phenylbut-3-yn-2-yl)-2-methylprop-2-ylsulfinamide 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: 88.0%

Cyclopropylacetylene (6746-94-7) + (S)-N-tert-butanesulfinyl ketimine (884595-96-4) → (S)-N-((R)-4-cyclopropyl-1,1,1-trifluoro-2-phenylbut-3-yn-2-yl)-2-methylprop-2-ylsulfinamide (1269535-37-6)

Guidance literature:

Cyclopropylacetylene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

(S)-N-tert-butanesulfinyl ketimine; With titanium(IV) isopropylate; In tetrahydrofuran; hexane; at -78 - 20 ℃; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

DOI:10.1016/j.tetasy.2010.11.028

Reference yield:

2,2,2-Trifluoroacetophenone (434-45-7) → (S)-N-((R)-4-cyclopropyl-1,1,1-trifluoro-2-phenylbut-3-yn-2-yl)-2-methylprop-2-ylsulfinamide (1269535-37-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: titanium(IV) isopropylate / hexane / 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

With titanium(IV) isopropylate; n-butyllithium; In tetrahydrofuran; hexane;

DOI:10.1016/j.tetasy.2010.11.028

Reference yield: 90.0%

(S)-N-((R)-4-cyclopropyl-1,1,1-trifluoro-2-phenylbut-3-yn-2-yl)-2-methylprop-2-ylsulfinamide (1269535-37-6) → (R)-4-cyclopropyl-1,1,1-trifluoro-2-phenylbut-3-yn-2-amine (1269535-54-7)

Guidance literature:

(S)-N-((R)-4-cyclopropyl-1,1,1-trifluoro-2-phenylbut-3-yn-2-yl)-2-methylprop-2-ylsulfinamide; With hydrogenchloride; In 1,4-dioxane; methanol; at 20 ℃; for 1h; Inert atmosphere;

With sodium hydroxide; In 1,4-dioxane; methanol; water; ethyl acetate; pH=8; Inert atmosphere;

DOI:10.1016/j.tetasy.2010.11.028

upstream raw materials:

Cyclopropylacetylene

(S)-N-tert-butanesulfinyl ketimine

2,2,2-Trifluoroacetophenone

Downstream raw materials:

(R)-4-cyclopropyl-1,1,1-trifluoro-2-phenylbut-3-yn-2-amine