135324-43-5

Basic information

• Product Name: 1-Pyrrolidinamine,2-methyl-,(R)-(9CI)
• Synonyms: 1-Pyrrolidinamine,2-methyl-,(R)-(9CI)
• CAS NO: 135324-43-5
• Molecular Formula: C₅H₁₂N₂
• Molecular Weight: 0
• Product Categories: VARIOUSAMINE
• Mol File: 135324-43-5.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-Pyrrolidinamine,2-methyl-,(R)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Pyrrolidinamine,2-methyl-,(R)-(9CI)(135324-43-5)
• EPA Substance Registry System: 1-Pyrrolidinamine,2-methyl-,(R)-(9CI)(135324-43-5)

Safety Data

• Hazardous Substances Data: 135324-43-5(Hazardous Substances Data)

Upstream product

• 59335-85-2 1-Nitroso-2(R)-methylpyrrolidine 

Downstream Products

• 135324-51-5 (1'S,2R)-1--2-methylpyrrolidine 
• 135324-45-7 (1'R,2R)-1--2-methylpyrrolidine 
• 135324-54-8 (1'R,2R)-1--2-methylpyrrolidine 
• 135324-46-8 (1'S,2R)-1--2-methylpyrrolidine 
• 135324-44-6 1-(α-Ethoxycarbonylbenzylideneamino)-2-methylpyrrolidine 

Relevant articles and documents

Organocerium additions to proline-derived hydrazones: Synthesis of enantiomerically enriched amines

The addition of organocerium reagents (from both organolithium and organomagnesium precursors) to chiral aldehyde hydrazones prepared from 1-aminoproline derivatives has been studied. The additions proceed in good yield and high diastereoselectivity and with good nucleophile (Me, n-Bu, i-Pr, t-Bu, Ph, etc.) and substrate scope (alkyl, alkenyl and aryl). The resulting hydrazines can be converted to amines by N-N bond cleavage through hydrogenolysis (Raney nickel) or by acylation and cleavage with Li/NH 3. The influence of the side chain on the diastereoselectivity was investigated through variation of the substituents to include more coordinating atoms (oxygen and nitrogen) as well as the removal of coordinating atoms. The SAMEMP auxiliary bearing a 2-methoxyethoxymethyl group gave the highest diastereoselectivities. Remarkably, auxiliaries bearing simple methyl and isobutyl substituents gave high selectivities as well. Hypotheses for the origin of the selectivity are presented.

Organometallic reactions characteristic of chiral heterocyclic compounds: Synthesis and stereo-selective Grignard reaction of chiral 4-oxa-7,7a-diazaperhydroindans

New heterocyclic compounds, 6-phenyl-4-oxa-7,7a-diazaperhydroindans (5 and 6), were synthesized by condensation of chiral 2-hydroxyethylhydrazines prepared from (R)-phenylglycinol with γ-chlorobutyraldehyde. The stereoselective Grignard reaction of 5 and 6 proceeded to give chiral 2-substituted 1-[N-(2-hydroxy-1-phenylethyl)amino]pyrrolidines (7a-d and 8a-d). The structures of these products were determined by comparison with authentic samples, and the reaction mechanism is proposed to involve an intermediate iminium salt.