178035-24-0

Basic information

• Product Name: 1H-Pyrrolizine,hexahydro-1-methyl-,(1S,7aR)-(9CI)
• Synonyms: 1H-Pyrrolizine,hexahydro-1-methyl-,(1S,7aR)-(9CI)
• CAS NO: 178035-24-0
• Molecular Formula: C8H15N
• Molecular Weight: 0
• Product Categories: PYRROLIDINE;AMINETERTIARY
• Mol File: 178035-24-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-Pyrrolizine,hexahydro-1-methyl-,(1S,7aR)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrolizine,hexahydro-1-methyl-,(1S,7aR)-(9CI)(178035-24-0)
• EPA Substance Registry System: 1H-Pyrrolizine,hexahydro-1-methyl-,(1S,7aR)-(9CI)(178035-24-0)

Safety Data

• Hazardous Substances Data: 178035-24-0(Hazardous Substances Data)

Upstream product

• 567-38-4 (±)-pseudoheliotridane 
• 851390-89-1 1,1-dimethylethyl (2R)-2-(3-chloro-1-methylene-propyl)-1-pyrrolidinecarboxylate 
• 177941-36-5 (2S)-N-(but-3-enyl)-2-(tributylstannyl)pyrrolidine 

Relevant articles and documents

Copper mediated scalemic organolithium reagents in alkaloid syntheses

Scalemic 2-pyrrolidinylcuprates generated via asymmetric deprotonation of N-Boc-pyrrolidine followed by treatment with THF soluble CuCN·2LiCl react with ω-functionalized vinyl halides to afford 2-alkenyl-N-Boc- pyrrolidines. N-Boc deprotection and cyclization via intramolecular N-alkylation generates the pyrrolizidine or indolizidine skeletons. Subsequent functional group manipulation affords enantioenriched (+)-heliotridane, (+)-isoretronecanol, a formal synthesis of (+)-laburnine, (+)-(R)-2,3,5,7a- tetrahydro-1H-pyrrolizine, (R)-1,2,3,5,6,8a-hexahydroindolizine, (+)-ent-δ-coniceine, (+)-tashiromine and (+)-5-epitashiromine.

Intramolecular carbolithiation reactions of chiral alpha-amino-organolithium species.

Enantiomerically enriched alpha-amino-organolithium species, in which the lithium atom is attached to a stereogenic carbon centre, have been found to be chemically stable at room temperature in a solvent of very low polarity and undergo intramolecular car