107538-61-4

Basic information

• Product Name: (S)-(+)-2-(methoxymethyl)-1-(1-phenylpropylideneamino)pyrrolidine
• Synonyms: (S)-(+)-2-(methoxymethyl)-1-(1-phenylpropylideneamino)pyrrolidine
• CAS NO: 107538-61-4
• Molecular Weight: 246.352
• Mol File: 107538-61-4.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: (S)-(+)-2-(methoxymethyl)-1-(1-phenylpropylideneamino)pyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(+)-2-(methoxymethyl)-1-(1-phenylpropylideneamino)pyrrolidine(107538-61-4)
• EPA Substance Registry System: (S)-(+)-2-(methoxymethyl)-1-(1-phenylpropylideneamino)pyrrolidine(107538-61-4)

Safety Data

• Hazardous Substances Data: 107538-61-4(Hazardous Substances Data)

Upstream product

• 59983-39-0 (S)-1-amino-2-(methoxymethyl)pyrrolidine 
• 93-55-0 1-phenyl-propan-1-one 
• 60096-50-6 (S)-N-Nitroso-O-methylprolinol 
• 147-85-3 L-proline 
• 108439-26-5 (3S,4S)-4-{[(E)-(S)-2-Methoxymethyl-pyrrolidin-1-ylimino]-methyl}-3,5-diphenyl-pentanoic acid methyl ester 
• 107496-25-3 [(R)-2-(tert-Butyl-dimethyl-silanyl)-3-phenyl-prop-(Z)-ylidene]-((S)-2-methoxymethyl-pyrrolidin-1-yl)-amine 
• 89999-42-8 (S)-2-methoxymethyl-1-(3-phenylpropylidenamino)pyrrolidine 

Downstream Products

• 118535-76-5 (R)-1-[(Z)-(S)-2-Methoxymethyl-pyrrolidin-1-ylimino]-1-phenyl-propan-2-ol 
• 91658-24-1 (+)-2-methoxymethyl-1-(2-methyl-1-phenyl-butylideneamino)-pyrrolidine 
• 107496-20-8 (+)-(2S,2'R)-1-<2'-(t-Butyldimethylsilyl)-2'-methylphenyleth-1'-ylideneamino>-2-methoxymethylpyrrolidine 
• 93-55-0 1-phenyl-propan-1-one 
• 118627-07-9 (R)-1-oxo-1-phenylpropan-2-yl acetate 
• 5650-40-8 (R)-2-hydroxy-1-phenylpropan-1-one 
• 133615-60-8 (S)-(+)-2-methyl-1-phenyl-tridecan-1-one 
• 108439-23-2 (3S,4S)-4-Methyl-5-oxo-3,5-diphenyl-pentanoic acid methyl ester 
• 108439-22-1 (3S,4S)-3,4-Dimethyl-5-oxo-5-phenyl-pentanoic acid methyl ester 
• 107496-32-2 (+)-(R)-2-(Dimethylthexylsilyl)-1-phenylpropanone 
• 107496-31-1 (+)-(R)-2-(t-Butyldimethylsilyl)-1-phenylpropanone 
• 212843-34-0 (2S,2'R)-(+)-1-(2'-(isopropylsulfanyl)-1'-phenyl-1'-propylidenamino)-2-methoxymethylpyrrolidine 

Relevant articles and documents

An efficient protocol for the oxidative hydrolysis of ketone SAMP hydrazones employing SeO2 and H2O2 under buffered (pH 7) conditions

An effective oxidative protocol for the liberation of ketones from SAMP hydrazones employing peroxyselenous acid under aqueous buffered conditions (pH 7) has been developed. The procedure proceeds without epimerization of adjacent stereocenters or dehydration, in representative SAMP alkylation and aldol reaction adducts, respectively.

Diastereo- and enantioselective synthesis of syn-2,3-disubstituted 1,4-diketones via oxidative coupling of metalated hydrazones

An efficient diastereo- and enantioselective synthesis of syn-2,3-disubstituted 1,4-diketones 4 is described. Key step of the procedure is the oxidative coupling of the metalated SAMP/RAMP-hydrazones 2 with iodine, followed by oxidative cleavage of the dimerized bishydrazones 3 with ozone and subsequent separation of the minor meso-isomer by chromatography. The d,l-isomers of the title 1,4-diketones 4 are obtained in good overall yields (20-64%) and high diastereo- and enantiomeric excesses (de ≥ 98%, ee = 80 - ≥95%).

Enantioselective Synthesis of (S)-(+)-2-Tridecanol Acetate, an Aggregation Pheromone Component of Drosophila mulleri

The enantioselective synthesis of (S)-(+)-2-tridecanol acetate (ee = 93.5percent), an aggregation pheromone of Drosophila mulleri, is described.Key steps are the α-alkylation of the propiophenone SAMP-hydrazone (S)-2 (de 96percent) and the Baeyer-Villiger reaction of the ketone (S)-4.Key Words: (S)-(+)-2-Tridecanol acetate / SAMP-hydrazone / Baeyer-Villiger reaction / Pheromone, aggregation / Drosophila mulleri