95587-19-2

Basic information

• Product Name: (2R)-cis-5-butyl-2-heptylpyrrolidine
• CAS NO: 95587-19-2
• Molecular Weight: 225.418
• Mol File: 95587-19-2.mol

Chemical Properties

• CAS DataBase Reference: (2R)-cis-5-butyl-2-heptylpyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: (2R)-cis-5-butyl-2-heptylpyrrolidine(95587-19-2)
• EPA Substance Registry System: (2R)-cis-5-butyl-2-heptylpyrrolidine(95587-19-2)

Safety Data

• Hazardous Substances Data: 95587-19-2(Hazardous Substances Data)

Upstream product

• 896136-99-5 (2S,5R)-(-)-2-butyl-5-heptyl-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 105147-71-5 1-((R)-1-Oxy-3,4-dihydro-2H-pyrrol-2-yl)-heptan-2-ol 
• 105147-72-6 1-((2S,3aR,6R)-2-Ethyl-hexahydro-pyrrolo[1,2-b]isoxazol-6-yl)-heptan-2-ol 
• 105147-70-4 (2R,3aR)-2-Pentyl-hexahydro-pyrrolo[1,2-b]isoxazole 
• 592-76-7 1-Heptene 
• 95513-53-4 (2S)-cis-1-(phenylsulfonyl)-5-butyl-2-(1-<(phenylsulfonyl)oxy>heptyl)pyrrolidine 
• 95513-45-4 (2S)-1-benzyl-5-(1-<(benzyloxy)carbonyl>butylidene)proline tert-butyl ester 
• 95513-49-8 (2S)-cis-1-benzyl-5-butylproline tert-butyl ester 
• 95513-51-2 (2S)-cis-1-benzyl-5-butyl-2-(1-hydroxyheptyl)pyrrolidine 
• 95513-50-1 (2S)-cis-1-benzyl-5-butylproline 
• 95513-48-7 (2S,5S)-tert-butyl 5-butyl-pyrrolidine-2-carboxylate 
• 95513-52-3 (2S)-cis-2-(1-hydroxyheptyl)-5-butylpyrrolidine 
• 159425-11-3 ((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-((R)-5-heptyl-1-oxy-3,4-dihydro-2H-pyrrol-2-yl)-methanone 
• 159425-08-8 1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-4-(2-heptyl-[1,3]dioxolan-2-yl)-butan-1-one 

Relevant articles and documents

Diastereo- and enantioselective syntheses of (-)-coniine, (-)-solenopsin A, (-)-solenopsis fugax venom and (-)-xenovenine via deoxygenative decarboxylation of 2-carbonylsultam-substituted N-hydroxy-piperidines and -pyrrolidines

Heating cyclic 2-carbonylsultam-substituted N-hydroxylamines 4 with NaH yields sultam auxiliary 8 and imines 10, which are trapped in situ either by i-Bu2AlH or organocerium reagents to give enantiomerically pure 2-mono- or trans-2,6(2,5)-disubstituted piperidines (pyrrolidines) 11 or 12.

Asymmetric synthesis of polyfunctionalized pyrrolidines from sulfinimine-derived pyrrolidine 2-phosphonates. Synthesis of pyrrolidine 225C

The Horner-Wadsworth-Emmons reaction of aldehydes with sulfinimine-derived 3-oxo pyrrolidine phosphonates represents a new method for the asymmetric synthesis of ring-functionalized cis-2,5-disubstituted 3-oxo pyrrolidines.

THE α,α'-DIALKYLATION OF CYCLIC AMINES. THE SYNTHESIS OF SOLENOPSIS ANT VENOMS.

A trans-α,α'-dialkylation of cyclic amines has been investigated through the use of nitrone methodology.This procedure has been utilized in the synthesis of Solenopsis ant venoms.

α-Amino Acids as Chiral Educts for Asymmetric Products. Chirospecific Syntheses of the 5-Butyl-2-heptylpyrrolidines from Glutamic Acid

Both enantiomers of trans-5-butyl-2-heptylpyrrolidine, an active and major component in the repellent venom of the ant Solenopsis fugax, have been synthesized with very high diastereomeric and optical purity from glutamic acid.Both enantiomers of the cis isomer also have been synthesized in an extension of our methodology to encompass the preparation of both cis and trans, optically pure, 2,5-disubstituted pyrrolidines and because of their potential entomological interest.Initially, a sulfide contraction process efficiently introduces the first side chain onto a pyroglutamate intermediate.Various strategies to elaborate the second side chain have been developed along with methods to control and establish the relative steroechemistry at C-2 and C-5 of the pyrrolidine ring with high selectivity. 2,5-Dialkyl-1-pyrrolidines, which also have been identified in the ant venom, can be prepared by these processes as well with specific absolute stereochemistry.