The origin of a common compound about 76093-33-9

With the rapid development of chemical substances, we look forward to future research findings about 76093-33-9.

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 76093-33-9, name is (R)-5-(Methoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C16H16N2O6

(7) Preparation of (4S)-3-[1-(3,3-diphenylpropyl)-3-methylpyrrolidin -3-yl] 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate To a solution of (R)-5-methoxycarbonyl-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid (67.5g, 0.2mol) in dichloromethane was added 1.5mL DMF. To the mixture was slowly added oxalyl chloride (51g, 0.4mol) dropwisely in an ice bath. The reaction was conducted at 25C. After the completion of reaction, the resulting mixture was evaporated under reduced pressure to remove oxalyl chloride. To the reaction flask were slowly added dichloromethane (300mL), 1-(3,3-diphenylpropyl)-3-methylpyrrolidin-3-ol (29.5g, 0.1mol) and DIPEA (25.8g, 0.2mol) dropwisely under cooling in an ice bath respectively and successively. The reaction was conducted at 25C. After the completion of reaction monitored by HPLC, the reaction solution was washed with water thrice. The organic phase was dried over sodium sulfate, and filtered by suction. The filtrate was evaporated to dryness, and purified by column chromatography (silica gel column, eluted with petroleum ether: ethyl acetate = 80:1 (volumetric ratio)) to produce (4S)-3-[1-(3,3-diphenylpropyl)-3-methylpyrrolidin-3-yl] 5-methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate (34 g) in a yield of 56 %.

With the rapid development of chemical substances, we look forward to future research findings about 76093-33-9.

Reference:
Patent; Xuanzhu Pharma Co., Ltd.; ZHANG, Hui; FAN, Mingwei; SUN, Liang; EP2703398; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem