177770-51-3

Basic information

• Product Name: (3S,7aR)-3-Phenyl-7a-(9-phenyl-nonyl)-tetrahydro-pyrrolo[2,1-b]oxazol-5-one
• CAS NO: 177770-51-3
• Molecular Weight: 405.58
• Mol File: 177770-51-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (3S,7aR)-3-Phenyl-7a-(9-phenyl-nonyl)-tetrahydro-pyrrolo[2,1-b]oxazol-5-one(CAS DataBase Reference)
• NIST Chemistry Reference: (3S,7aR)-3-Phenyl-7a-(9-phenyl-nonyl)-tetrahydro-pyrrolo[2,1-b]oxazol-5-one(177770-51-3)
• EPA Substance Registry System: (3S,7aR)-3-Phenyl-7a-(9-phenyl-nonyl)-tetrahydro-pyrrolo[2,1-b]oxazol-5-one(177770-51-3)

Safety Data

• Hazardous Substances Data: 177770-51-3(Hazardous Substances Data)

Upstream product

• 177706-79-5 methyl 4-oxo-13-phenyltridecanoate 
• 4224-63-9 6-iodohexanoic acid 
• 4224-70-8 6-bromohexanoic acid 
• 20989-17-7 (2S)-2-phenylglycinol 
• 177706-80-8 4-oxo-13-phenyltridecanoic acid 
• 103602-67-1 9-phenyl-1-bromononane 
• 3208-26-2 9-phenyl-1-hydroxynonane 
• 637-59-2 1-Bromo-3-phenylpropane 
• 24197-55-5 9-phenylnonanoic acid methyl ester 

Downstream Products

• 177706-89-7 (S)-2-(9-phenylnonyl)pyrrolidine 
• 177706-88-6 (S)-2-Phenyl-2-[(S)-2-(9-phenyl-nonyl)-pyrrolidin-1-yl]-ethanol 

Relevant articles and documents

Enantioselective total synthesis of Irniine and Bgugaine, bioactive 2-alkylpyrrolidine alkaloids

An asymmetric total synthesis of the 2-(R)-alkylpyrrolidines, (-)-irniine (1a) and (-)-bgugaine (1b), toxic and antibiotic components of the tubers of Arisarum vulgare, and (+)-(S)-irniine (1c), was carried out by condensation of the corresponding 4-oxoalkanoic acid (9) with chiral phenylglycinol. Acids (9) were prepared from a hetero-organocuprate (I) complex, generated by reaction of methylcopper (I) with alkylmagnesium bromides and methyl chlorocarbonylpropionate. Alkaloids (1a, 1b and 1c) displayed anti Gram(+) bacterial (MIC 12.5 - 50 μg/ml) and antifungal (MIC 6.25 - 50 μg/ml) activities.