70666-02-3

Basic information

• Product Name: methyl (Z)-α-(2-bromo-4,5-dimethoxyphenyl)-α-pyrrolidin-2-ylideneacetate
• Synonyms: methyl (Z)-α-(2-bromo-4,5-dimethoxyphenyl)-α-pyrrolidin-2-ylideneacetate
• CAS NO: 70666-02-3
• Molecular Weight: 356.216
• Mol File: 70666-02-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: methyl (Z)-α-(2-bromo-4,5-dimethoxyphenyl)-α-pyrrolidin-2-ylideneacetate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (Z)-α-(2-bromo-4,5-dimethoxyphenyl)-α-pyrrolidin-2-ylideneacetate(70666-02-3)
• EPA Substance Registry System: methyl (Z)-α-(2-bromo-4,5-dimethoxyphenyl)-α-pyrrolidin-2-ylideneacetate(70666-02-3)

Safety Data

• Hazardous Substances Data: 70666-02-3(Hazardous Substances Data)

Upstream product

• 4697-57-8 methyl 2-(2-bromo-4,5-dimethoxyphenyl)acetate 
• 2295-35-4 pyrrolidin-2-thione 
• 70666-01-2 methyl α-bromo-(2-bromo-4,5-dimethoxyphenyl)acetate 

Relevant articles and documents

Studies on the Synthesis of Heterocyclic Compounds. Part 832. A Simple and Efficient Synthesis of Apomitomycin Derivatives; a Potential Intermediate for Mitomycin Synthesis

Condensation of pyrrolidine-2-thione (21) with methyl α-bromo-(2-bromo-4,5-dimethoxyphenyl)acetate (15) gave methyl (Z)-α-(2-bromo-4,5-dimethoxyphenyl)-α-pyrrolidin-2-ylideneacetate (25) in high yield.Several other methyl (Z)-α-aryl-α-acetates (26)-(31) were also synthesised in good yields from reaction of the corresponding phenylacetates (15), (12), and (13) with trans-3-acetoxy-4-(N-ethoxycarbonyl-N-methylamino)pyrrolidine-2-thione (20).Treatment of compounds (25)-(31) with sodium hydride and copper(I) bromide in dimethylformamide afforded methyl 2,3-dihydro-6,7-dimethoxy-1H-pyrroloindole-9-carboxylate (34) and the methyl (+/-)-trans-1-acetoxy-2-(N-ethoxycarbonyl-N-methylamino)-2,3-dihydro-1H-pyrroloindole-9-carboxylates (35)-(37) in good yields.Methyl (+/-)-trans-1-acethoxy-2-(N-ethoxycarbonyl-N-methylamino)-2,3-dihydro-7-methoxy-6-methyl-1H-pyrroloindole-9-carboxylate (36) was converted into the 5,8-quinone (3), via the 8-nitro-compound (38).