84370-51-4

Basic information

• Product Name: trans-3,5-dimethyl-2-phenyl-4-thiazolidinone
• Synonyms: trans-3,5-dimethyl-2-phenyl-4-thiazolidinone
• CAS NO: 84370-51-4
• Molecular Weight: 207.296
• Mol File: 84370-51-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: trans-3,5-dimethyl-2-phenyl-4-thiazolidinone(CAS DataBase Reference)
• NIST Chemistry Reference: trans-3,5-dimethyl-2-phenyl-4-thiazolidinone(84370-51-4)
• EPA Substance Registry System: trans-3,5-dimethyl-2-phenyl-4-thiazolidinone(84370-51-4)

Safety Data

• Hazardous Substances Data: 84370-51-4(Hazardous Substances Data)

Upstream product

• 79-42-5 2-mercaptopropanoic acid 
• 622-29-7 N-Benzylidenemethylamine 
• 84370-50-3 5-methyl-2-phenyl-4-thiazolidinone 
• 74-88-4 methyl iodide 
• 6398-63-6 (+/-)-trimethylsilyl 2-<(trimethylsilyl)thio>propanoate 
• 167113-15-7 methyl 2-(trimethylsilylthio)propionate 
• 167113-11-3 tert-butyldimethylsilyl 2-sulfanylpropanoate 
• 100-52-7 benzaldehyde 

Downstream Products

• 84370-55-8 cis-3,5-dimethyl-1,1-dioxo-2-phenyl-4-thiazolidinone 
• 4458-60-0 trans-1,3-dimethyl-4-phenyl-2-azetidinone 
• 4458-61-1 cis-1,3-dimethyl-4-phenyl-2-azetidinone 
• 34317-21-0 N-benzyl-N-methylpropionamide 
• 84370-56-9 trans-3,5-dimethyl-1,1-dioxo-2-phenyl-4-thiazolidinone 

Relevant articles and documents

Highly stereoselective synthesis of the anti-platelet activating factor, 4-thiazolidinones, using silyl derivatives of 2-mercaptoalkanoic acids

The cyclo-condensation of silyl 2-mercaptoalkanoates and arylmethyleneamines proceeded with high stereoselectivity to give alternatively both the cis- and trans-2,5-disubstituted 4-thiazolidinones, some of which are known as anti-platelet activating factor-active drugs. The use of the piperidine catalyst and no catalyst showed very high cis-stereoselectivity (cis/trans=10/1-50/1) during the reaction. On the other hand, the trans-selective reaction was promoted by Ti(O-i-Bu)4 and Al(O-s-Bu)3 catalysts (cis/trans=1/8-1/25). Both reactions were conducted with higher cis- and trans-selectivities as compared with those of the alkyl 2-mercaptoalkanoates under mild conditions. The cyclo-condensation using trimethylsilyl 2-(trimethylsilylthio)propionate and methyl 2-(trialkylsilylthio)propionates proceeded by the action of a catalytic amount (0.02 molar amount) of tetrabutylammonium fluoride with moderate cis-selectivity.