863117-45-7

Basic information

• Product Name: 4,5-bis-(4,5-dimethoxy-2-methoxycarbonylmethyl-phenyl)-pyridazine-3,6-dicarboxylic acid dimethyl ester
• Synonyms: 4,5-bis-(4,5-dimethoxy-2-methoxycarbonylmethyl-phenyl)-pyridazine-3,6-dicarboxylic acid dimethyl ester
• CAS NO: 863117-45-7
• Molecular Weight: 612.59
• Mol File: 863117-45-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4,5-bis-(4,5-dimethoxy-2-methoxycarbonylmethyl-phenyl)-pyridazine-3,6-dicarboxylic acid dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-bis-(4,5-dimethoxy-2-methoxycarbonylmethyl-phenyl)-pyridazine-3,6-dicarboxylic acid dimethyl ester(863117-45-7)
• EPA Substance Registry System: 4,5-bis-(4,5-dimethoxy-2-methoxycarbonylmethyl-phenyl)-pyridazine-3,6-dicarboxylic acid dimethyl ester(863117-45-7)

Safety Data

• Hazardous Substances Data: 863117-45-7(Hazardous Substances Data)

Upstream product

• 863117-44-6 [2-(4,5-dimethoxy-2-methoxycarbonylmethyl-phenylethynyl)-4,5-dimethoxy-phenyl]-acetic acid methyl ester 
• 2166-14-5 1,2,4,5-tetrazine-3,6-dicarboxylic acid dimethyl ester 
• 51655-39-1 2-bromo-4,5-dimethoxyphenylacetonitrile 
• 4697-57-8 methyl 2-(2-bromo-4,5-dimethoxyphenyl)acetate 

Downstream Products

• 863117-47-9 3,4-bis-(4,5-dimethoxy-2-methoxycarbonylmethyl-phenyl)-1-[2-(3,4-dimethoxy-phenyl)-ethyl]-1H-pyrrole-2,5-dicarboxylic acid dimethyl ester 
• 863117-46-8 3,4-bis-(4,5-dimethoxy-2-methoxycarbonylmethyl-phenyl)-1H-pyrrole-2,5-dicarboxylic acid dimethyl ester 

Relevant articles and documents

Total synthesis of ningalin D

A concise (nine-step) and effective (19% overall yield) total synthesis of ningalin D (1a) is disclosed and is based on a key 1,2,4,5-tetrazine → 1,2-diazine → pyrrole Diels-Alder strategy to assemble a fully substituted pyrrole core central to its structure. Additional highlights of the synthesis include a double Dieckmann condensation to introduce the C and D aryl rings enlisting substituents judiciously placed on the dienophile and intrinsic to the widely used tetrazine 2, a highly effective Suzuki coupling of the resulting C and D phenol triflates for introduction of the sterically demanding F and G aryl rings, and an unusually effective formal oxidative decarboxylation reaction cascade initiated by a Curtius rearrangement to directly provide the biphenylene quinone methide found imbedded in the structure of ningalin D. The cytotoxic and multidrug resistance (MDR) reversal activity of ningalin D, its derivatives, and the key synthetic intermediates are detailed.