1208066-51-6

Basic information

• Product Name: (R_S,S)-N-(1-(phenyl)but-3-yn-1-yl)-2-methylpropane-2-sulfinamide
• Synonyms: (R_S,S)-N-(1-(phenyl)but-3-yn-1-yl)-2-methylpropane-2-sulfinamide
• CAS NO: 1208066-51-6
• Molecular Weight: 249.377
• Mol File: 1208066-51-6.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: (R_S,S)-N-(1-(phenyl)but-3-yn-1-yl)-2-methylpropane-2-sulfinamide(CAS DataBase Reference)
• NIST Chemistry Reference: (R_S,S)-N-(1-(phenyl)but-3-yn-1-yl)-2-methylpropane-2-sulfinamide(1208066-51-6)
• EPA Substance Registry System: (R_S,S)-N-(1-(phenyl)but-3-yn-1-yl)-2-methylpropane-2-sulfinamide(1208066-51-6)

Safety Data

• Hazardous Substances Data: 1208066-51-6(Hazardous Substances Data)

Upstream product

• 196929-85-8 (R)-N-benzylidene-2-methylpropane-2-sulfinamide 
• 106-96-7 propargyl bromide 
• 186249-76-3 (R,E)-2-methyl-N-(phenylmethylene)-2-propanesulfinamide 
• 19842-76-3 2,3,5,6-tetrafluorobenzaldehyde 
• 100-52-7 benzaldehyde 
• 18295-60-8 propargyl magnesium bromide 
• 1208066-36-7 (1S,R_S)-N-(tert-butanesulfinyl)-1-phenyl-4-(trimethylsilyl)but-3-yn-1-amine 

Downstream Products

• 831192-69-9 (1S,R_S)-N-tert-butanesulfinyl-1-phenylbut-3-en-1-amine 
• 1208066-52-7 C₂₅H₃₂N₂O₃S 
• 1426257-00-2 (S)-5-phenyl-1-tosylpyrrolidin-2-one 
• 56553-09-4 (S)-(-)-5-phenylpyrrolidin-2-one 
• 938-36-3 (S)-(-)-1-methyl-2-phenylpyrrolidine 
• 1306740-68-0 (S)-4-methyl-N-(1-phenylbut-3-yn-1-yl)benzenesulfonamide 

Relevant articles and documents

The Fluoro-Pauson-Khand Reaction in the Synthesis of Enantioenriched Nitrogenated Bicycles Bearing a Quaternary C-F Stereogenic Center

A variety of enantioenriched fluorinated 6H-cyclopenta[c]pyridin-6-one bicycles, a scaffold present in several classes of monoterpenic alkaloids with varied biological activity, were synthesized in just five steps from simple aldehyde starting materials.

Diastereoselectivity of the Addition of Propargylic Magnesium Reagents to Fluorinated Aromatic Sulfinyl Imines

The addition of propargylmagnesium bromide to fluorinated aromatic sulfinyl imines gave homopropargyl amines with total regio- and diastereoselection. Complete reversal of diastereoselectivity can be achieved in some cases using coordinating (THF) or noncoordinating (DCM) solvents. Substituted propargylic magnesium reagents have been also tested toward fluorinated aryl sulfinyl imines affording chiral homoallenyl amines with good yields and selectivity control. DFT calculations helped to rationalize the origin of the experimental regio- and diastereoselectivities observed in each case.

The Ruthenium-Catalyzed Domino Cross Enyne Metathesis/Ring-Closing Metathesis in the Synthesis of Enantioenriched Nitrogen-Containing Heterocycles

The tetrahydropyridine structure is present in a wide variety of natural and synthetic compounds with interesting pharmacological properties. Therefore, the search for new chemical routes capable of yielding this valuable nitrogen-containing heterocycle is of utmost interest. Herein, we report the use of the ruthenium-catalyzed ring-closing enyne metathesis (RCEYM) and cross enyne metathesis/ring-closing metathesis (CEYM/RCM) reactions of chiral nitrogen-containing 1,7-enynes as an efficient route to synthesize a variety of enantioenriched tetrahydropyridine-based conjugated 1,3-dienes. The RCEYM presented wide functional group tolerance and took place in moderate to high yields, with no significant differences when carried out on gram scale. These 1,3-dienes were suitable for further transformations, such as the Diels–Alder reaction, effectively yielding more complex enantioenriched bicyclic structures.