1-(TERT-BUTOXYCARBONYL)-4-OXOPYRROLIDINE-2-CARBOXYLIC ACID synthesis
- Product Name:1-(TERT-BUTOXYCARBONYL)-4-OXOPYRROLIDINE-2-CARBOXYLIC ACID
- CAS Number:876317-19-0
- Molecular formula:C10H15NO5
- Molecular Weight:229.23
40350-82-1
876317-19-0
General procedure for the synthesis of 1-tert-butyl-4-oxopyrrolidine-2-carboxylic acid from 1-(tert-butoxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid: 1-(tert-butoxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid (178 g, 0.77 mol) was dissolved in dichloromethane (2.0 L), trichloroisocyanuric acid (178.89 g, 0.77 mol), followed by 2,2,6,6-tetramethylpiperidine oxide (6.05 g, 0.0385 mol). The reaction mixture was stirred at room temperature for 1 hour. After completion of the reaction, the reaction was quenched with water and the insoluble material was removed by filtration. The aqueous phase was extracted several times with dichloromethane, all organic phases were combined and dried with anhydrous sodium sulfate. Finally, the organic phase was concentrated to dryness under vacuum to give 1-tert-butyl-4-oxopyrrolidine-2-carboxylic acid (180 g) in 100% yield.
40350-82-1
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876317-19-0
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Yield:876317-19-0 100%
Reaction Conditions:
with 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical;trichloroisocyanuric acid in dichloromethane at 20; for 1 h;Concentration;
Steps:
2
Compound2 (178g, 0.77mol) dissolved in dichloromethane (2.0L), adding stirring trichloroisocyanuric acid (178.89g, 0 . 77mol), then adding 2, 2, 6, 6-tetramethyl piperidine oxide (6.05g, 0 . 0385mol), room temperature reaction 1h, then quenching with water, the filtration of the insolubles, the aqueous phase is extracted with methylene chloride several times, combined with the phase, drying and vacuum concentrated to dry, to obtain compound3 (180g), the yield is 100%.
References:
CN105503891,2016,A Location in patent:Paragraph 0008; 0016
51-35-4
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876317-19-0
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876317-19-0
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