123642-79-5

Basic information

• Product Name: 2H-Pyrrole, 3,4-dihydro-5-[[(4-methylphenyl)sulfinyl]methyl]-, (R)-
• CAS NO: 123642-79-5
• Molecular Formula: C12H15NOS
• Molecular Weight: 221.323
• Mol File: 123642-79-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2H-Pyrrole, 3,4-dihydro-5-[[(4-methylphenyl)sulfinyl]methyl]-, (R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Pyrrole, 3,4-dihydro-5-[[(4-methylphenyl)sulfinyl]methyl]-, (R)-(123642-79-5)
• EPA Substance Registry System: 2H-Pyrrole, 3,4-dihydro-5-[[(4-methylphenyl)sulfinyl]methyl]-, (R)-(123642-79-5)

Safety Data

• Hazardous Substances Data: 123642-79-5(Hazardous Substances Data)

Upstream product

• 1519-39-7 (R)-methyl p-tolyl sulfoxide 
• 5332-06-9 4-bromobutanenitrile 
• 872-32-2 2-methyl-1H-pyrroline 
• 1517-82-4 (1R,2S,5R,SS)-(-)-menthyl p-toluenesulfinate 

Downstream Products

• 123642-81-9 (-)-(S)-1,2,3,5,6,7-hexahydro-8-<(4-methylphenyl)sulfinyl>-5-indolizinone 
• 137119-54-1 (-)-(7R,SS)-1,2,3,5,6,7-hexahydro-7-methyl-8-<(4-methylphenyl)sulfinyl>-5-indolizinone 
• 137119-55-2 (+)-(7S,SS)-1,2,3,5,6,7-hexahydro-7-methyl-8-<(4-methylphenyl)sulfinyl>-5-indolizinone 
• 125517-36-4 (8S,8aR,1'S,SS)-8-(1-hydroxybutyl)-1,2,3,5,6,7,8,8a-octahydro-8-<(4-methylphenyl)sulfinyl>indolizine 
• 125475-14-1 (8S,8aS,1'S,SS)-8-(1-hydroxybutyl)-1,2,3,5,6,7,8,8a-octahydro-8-<(4-methylphenyl)sulfinyl>indolizine 
• 125517-35-3 (8R,8aR,1'S,SS)-8-(1-hydroxybutyl)-1,2,3,5,6,7,8,8a-octahydro-8-<(4-methylphenyl)sulfinyl>indolizine 
• 125517-34-2 (8R,8aS,1'S,SS)-8-(1-hydroxybutyl)-1,2,3,5,6,7,8,8a-octahydro-8-<(4-methylphenyl)sulfinyl>indolizine 
• 125475-13-0 (8aR,SR)-1,2,3,5,6,7,8,8a-octahydro-8-<(4-methylphenyl)sulfinyl>indolizine 
• 125475-13-0 (8aS,SR)-1,2,3,5,6,7,8,8a-octahydro-8-<(4-methylphenyl)sulfinyl>indolizine 
• 33023-01-7 (+)-elaeokanine A 
• 33023-02-8 (-)-Elaeokanine B 
• 18881-13-5 (+)-coniceine 
• 137008-17-4 (5aS,8aR,9S,9aS,SR)-1H-decahydro-9-<(4-methylphenyl)sulfinyl>-5-oxocyclopentindolizine 
• 123642-82-0 (+)-(8S,8aS,SR)-8-<(4-methylphenyl)sulfinyl>-1,2,3,5,6,7,8,8a-octahydro-5-indolizinone 

Relevant articles and documents

Stereoselective Additions of Chiral α-Sulfinyl Ketimine Anions to Ene Esters. Asymmetric Syntheses of Indoloquinolizidine and Yohimban Alkaloids

The in-situ 1,4-addition/ring-closure reactions of chiral α-sulfinyl ketimine anions with acyclic and cyclic ene esters offer a simple, convenient route for the construction of chiral cyclic alkaloids having a nitrogen-atom ring juncture.Asymmetric induction in the conjugate-addition reaction of the carbanions derived from α-sulfinyl ketimines possessing chiral sulfur with various cyclic and acyclic ene esters, subsequent ring-closure reaction, and reduction of the resulting β-sulfinyl enamides were utilized in the syntheses of (-)-1,2,3,4,6,7,12,12b-octahydroindoloquinolizine , (-)-alloyohimban , (+)-3-epi-alloyohimban , and (-)-yohimban .

Stereoselective Addition Reactions of Chiral α-Sulfinyl Ketimine Anions with Ene Esters. Facile Asymmetric Syntheses of Indoloquinolizidine and Yohimbanoid Alkaloids

A convenient route for the construction of chiral indolizidines and yohimbanoid alkaloids from the 1,4-addition/ring-closure reactions of α-sulfinyl ketimine anions with ene esters is presented.