737776-63-5

Basic information

• Product Name: (R)-2-Methoxymethyl-1-(1'-propylidenamino)-pyrrolidine
• Synonyms: (R)-2-Methoxymethyl-1-(1'-propylidenamino)-pyrrolidine
• CAS NO: 737776-63-5
• Molecular Weight: 170.255
• Mol File: 737776-63-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (R)-2-Methoxymethyl-1-(1'-propylidenamino)-pyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-Methoxymethyl-1-(1'-propylidenamino)-pyrrolidine(737776-63-5)
• EPA Substance Registry System: (R)-2-Methoxymethyl-1-(1'-propylidenamino)-pyrrolidine(737776-63-5)

Safety Data

• Hazardous Substances Data: 737776-63-5(Hazardous Substances Data)

Upstream product

• 72748-99-3 (R)-1-Amino-2-(methoxymethyl)pyrrolidine 
• 123-38-6 propionaldehyde 

Downstream Products

• 7786-29-0 (R)-α-methyloctanal 
• 254435-67-1 (R)-2-methyl-octyl toluene-4-sulfonate 
• 217460-28-1 (S)-(+)-2-methylpentyl p-nitrophenylsulfonate 
• 105-30-6 (R)-2-methylpentan-1-ol 
• 105-30-6 (S)-2-methyl-1-pentanol 
• 326591-12-2 (R)-(-)-2-methylpentyl p-nitrophenylsulfonate 

Relevant articles and documents

First asymmetric synthesis of both enantiomers of Tropional and their olfactory evaluation

The first asymmetric synthesis of both enantiomers of Tropional is accomplished by asymmetric alkylation by employing the SAMP/RAMP-hydrazone method, respectively. The alkylated hydrazones were oxidatively cleaved with magnesium-monoperoxyphthalate (MMPP). Subsequent reduction of the resulting nitriles with diisobutyl aluminium hydride (DIBAL-H) led to the desired aldehydes in good overall yields (52-53%) and enantiomeric excesses (ee=90%). Furthermore, the olfactory evaluation of both enantiomers showed remarkable differences in odour quality and intensity.

First asymmetric synthesis of 6-methyl-3-nonanone, the female-produced sex pheromone of the caddisfly Hesperophylax occidentalis

The asymmetric synthesis of the female-produced sex pheromone of the caddisfly Hesperophylax occidentalis, (S)-and (R)-6-methyl-3-nonanone, starting from the simple starting materials propanal, propyl iodide and 2-butanone, in good overall yields is described. The stereogenic centre at the C-6 position of the pheromone was generated via α-alkylation employing the SAMP/RAMP hydrazone method with high asymmetric induction (ee = 94 and 92%).