1643536-83-7

Basic information

• Product Name: (S,Z)-1-(4-methoxyphenyl)-3-methyl-4-(5-nitro-4-phenylpentan-2-ylidene)-1H-pyrazol-5(4H)-one
• CAS NO: 1643536-83-7
• Molecular Weight: 393.442
• Mol File: 1643536-83-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (S,Z)-1-(4-methoxyphenyl)-3-methyl-4-(5-nitro-4-phenylpentan-2-ylidene)-1H-pyrazol-5(4H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: (S,Z)-1-(4-methoxyphenyl)-3-methyl-4-(5-nitro-4-phenylpentan-2-ylidene)-1H-pyrazol-5(4H)-one(1643536-83-7)
• EPA Substance Registry System: (S,Z)-1-(4-methoxyphenyl)-3-methyl-4-(5-nitro-4-phenylpentan-2-ylidene)-1H-pyrazol-5(4H)-one(1643536-83-7)

Safety Data

• Hazardous Substances Data: 1643536-83-7(Hazardous Substances Data)

Upstream product

• 3471-32-7 4-Methoxyphenylhydrazine 
• 5153-67-3 nitrostyrene 
• 85921-22-8 5-Methyl-4-(1-methylethylidene)-2-(4'-methoxyphenyl)-2,4-dihydro-3H-pyrazol-3-one 
• 60798-06-3 1-(4-methoxyphenyl)-3-methyl-2-pyrazolin-5-one 

Relevant articles and documents

Direct and enantioselective vinylogous michael addition of α-alkylidenepyrazolinones to nitroolefins catalyzed by dual cinchona alkaloid thioureas

While several protocols exist for the asymmetric functionalization of pyrazolinones at the α-position relying on nucleophilic addition or annulation procedures, use of α-alkylidene electron-rich analogues in asymmetric vinylogous coupling to carbon electrophiles is substantially an uncharted domain. We now report, for the first time, that alkylidenepyrazolinones carrying an enolizable carbon at the γ-position efficiently participate in direct and asymmetric, catalytic vinylogous Michael-type additions to nitroolefins providing the expected adducts in high yields, with complete γ-site selectivity and with extraordinary levels of enantio-, diastereo-, and geometrical selectivities. Both enantiomeric adducts were equally accessed by employing a quasi-enantiomeric quinine- or quinidine-based thiourea catalyst pair.