934472-00-1

Basic information

• Product Name: (S)-N-(hex-5-en-2-yl)-4-methylbenzenesulfonamide
• Synonyms: (S)-N-(hex-5-en-2-yl)-4-methylbenzenesulfonamide
• CAS NO: 934472-00-1
• Molecular Weight: 253.365
• Mol File: 934472-00-1.mol

Chemical Properties

• CAS DataBase Reference: (S)-N-(hex-5-en-2-yl)-4-methylbenzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-N-(hex-5-en-2-yl)-4-methylbenzenesulfonamide(934472-00-1)
• EPA Substance Registry System: (S)-N-(hex-5-en-2-yl)-4-methylbenzenesulfonamide(934472-00-1)

Safety Data

• Hazardous Substances Data: 934472-00-1(Hazardous Substances Data)

Upstream product

• 119461-40-4 S-(+)-2-methyl-N-p-tosylaziridine 
• 106-95-6 allyl bromide 
• 1730-25-2 allylmagnesium bromide 

Downstream Products

• 1322093-55-9 (5S)-2-(bromomethyl)-5-methyl-1-tosylpyrrolidine 
• 1324004-00-3 cis-1-{[(2S,5S)-5-methyl-1-tosylpyrrolidin-2-yl]methoxy}-2,2,6,6-tetramethylpiperidine 
• 3197-43-1 (S)-(+)-2-methyl-1-(4-toluenesulfonyl)piperidine 
• 934472-03-4 N-(5-hydroxy-1-methyl-pentyl)-4-methyl-benzenesulfonamide 

Relevant articles and documents

Enantiodivergent Synthesis of (+)- and (?)-Pyrrolidine 197B: Synthesis of trans-2,5-Disubstituted Pyrrolidines by Intramolecular Hydroamination

A highly efficient, diastereoselective, iron(III)-catalyzed intramolecular hydroamination/cyclization reaction involving α-substituted amino alkenes is described. Thus, enantiopure trans-2,5-disubstituted pyrrolidines and trans-5-substituted proline derivatives were synthesized by means of a combination of enantiopure starting materials, easily available from l-α-amino acids, with sustainable metal catalysts such as iron(III) salts. The scope of this methodology is highlighted in an enantiodivergent approach to the synthesis of both (+)- and (?)-pyrrolidine 197B alkaloids from l-glutamic acid. In addition, a computational study was carried out to gain insight into the complete diastereoselectivity of the transformation.

An efficient approach to 2-substituted N-tosylpiperdines: asymmetric synthesis of 2-(2-hydroxy substituted)piperidine alkaloids

We have developed an efficient and a general approach to chiral 2-substituted N-tosylpiperidines starting from chiral α-substituted-N-tosylaziridines. Using this approach, we have synthesized (+)-coniine. The synthesis of chiral N-tosyl-2-piperidinylethanol 15 and ent-15, was achieved from l- and d-aspartic acids, respectively in few steps. Piperidine 15 was converted into 2-(2-hydroxysubstituted)piperidines of type 2 in optically active form. By applying this strategy, asymmetric syntheses of halosaline (R,R)-2a, (+)- and (-)-sedamine 2b, (+)- and (-)-allosedamine 2c, (+)- and (-)-sedridine 2d, (+)- and (-)-allosedridine 2e, (+)-tetraponerine T-3 3a, T-4 3c, T-7 3b, and T-8 3d have been achieved in high yields. These stereoisomers can be interconverted via Mitsunobu inversion in excellent yields.