2-Methyl-propane-2-sulfinic acid [(R)-1-isopropyl-3-methyl-5-oxo-5-phenyl-pent-(Z)-ylidene]-amide

Base Information

• Chemical Name: 2-Methyl-propane-2-sulfinic acid [(R)-1-isopropyl-3-methyl-5-oxo-5-phenyl-pent-(Z)-ylidene]-amide
• CAS No.: 865993-99-3
• Molecular Formula: C₁₉H₂₉NO₂S
• Molecular Weight: 335.511
• Mol file: 865993-99-3.mol

Synonyms:2-Methyl-propane-2-sulfinic acid [(R)-1-isopropyl-3-methyl-5-oxo-5-phenyl-pent-(Z)-ylidene]-amide

Chemical Property of 2-Methyl-propane-2-sulfinic acid [(R)-1-isopropyl-3-methyl-5-oxo-5-phenyl-pent-(Z)-ylidene]-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Methyl-propane-2-sulfinic acid [(R)-1-isopropyl-3-methyl-5-oxo-5-phenyl-pent-(Z)-ylidene]-amide

There total 1 articles about 2-Methyl-propane-2-sulfinic acid [(R)-1-isopropyl-3-methyl-5-oxo-5-phenyl-pent-(Z)-ylidene]-amide 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: 72.0%

(E)-1-phenyl-2-buten-1-one (35660-91-4,35845-66-0,495-41-0) + (R)-(-)-N-(3-methyl-2-butylidene)-2-methylpropanesulfinamide → 2-Methyl-propane-2-sulfinic acid [(R)-1-isopropyl-3-methyl-5-oxo-5-phenyl-pent-(Z)-ylidene]-amide (865993-99-3)

Guidance literature:

(R)-(-)-N-(3-methyl-2-butylidene)-2-methylpropanesulfinamide; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

With zinc dibromide; In tetrahydrofuran; hexane; at -78 ℃; for 0.75h;

(E)-1-phenyl-2-buten-1-one; In tetrahydrofuran; hexane; at -78 ℃; for 4.5h;

DOI:10.1021/jo051020s

Reference yield: 79.0%

2-Methyl-propane-2-sulfinic acid [(R)-1-isopropyl-3-methyl-5-oxo-5-phenyl-pent-(Z)-ylidene]-amide (865993-99-3) → 2-Methyl-propane-2-sulfinic acid ((S)-5-hydroxy-1-isopropyl-3-methyl-5-phenyl-pentyl)-amide

Guidance literature:

With L-Selectride; In tetrahydrofuran; at -48 - 20 ℃;

DOI:10.1021/jo051020s

Reference yield:

2-Methyl-propane-2-sulfinic acid [(R)-1-isopropyl-3-methyl-5-oxo-5-phenyl-pent-(Z)-ylidene]-amide (865993-99-3) → 2-Methyl-propane-2-sulfinic acid ((1S,3S)-1-isopropyl-3-methyl-5-oxo-5-phenyl-pentyl)-amide

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / L-selectride / tetrahydrofuran / -48 - 20 °C

2: Dess-Martin periodinane / H₂O; CH₂Cl₂ / 2 h / 20 °C

With L-Selectride; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/jo051020s

upstream raw materials:

(E)-1-phenyl-2-buten-1-one