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HRID 376424作成日:2026年10月26日

N,N-Dimethylglycine → 3-O-(N,N-dimethylaminoacetyl)-1,2-O-dioleylglycerol

https://huagongshe.com/reaction/376424

反応式

関与物質

役割名称HCID仕込み量
反応物N,N-DimethylglycineHCID 673—
反応物PyridineHCID 1049—
反応物DimethylformamideHCID 6228—
反応物DicyclohexylcarbodiimideHCID 10868—
反応物2,3-Bis[(9Z)-9-octadecen-1-yloxy]-1-propanolHCID 5380343—
溶媒DichloromethaneHCID 6344—
生成物3-O-(N,N-dimethylaminoacetyl)-1,2-O-dioleylglycerolHCID 8675186167.2%

反応手順

In a solvent mixture of 22 ml N,N-dimethylformamide and 11 ml methylene chloride was suspended 572 mg (5.547 mmol) of N,N-dimethylglycine followed by addition of 1736 mg (8.414 mmol) of N,N'-dicyclohexylcarbodiimide and the mixture was stirred at ambient temperature overnight. The solvent was then distilled off under reduced pressure and the residue was dissolved in 12 ml of pyridine containing 327 mg (0.551 mmol) of dissolved 1,2-O-dioleylglycerol. Then, 80 mg (0.388 mmol) of N,N'-dicyclohexylcarbodiimide (DCC) was added and the reaction was conducted at 50° C. overnight. After completion of the reaction, the solvent was distilled off and the residue was dissolved in methylene chloride, washed with saturated aqueous sodium hydrogen carbonate solution, dried, and concentrated. The residue was subjected to column chromatography (silica gel/ethyl acetate-n-hexane) to provide 251 mg (67.2%) of the title compound of the invention.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06020317
出典データセットuspto-grants-2000_02
ORD IDord-ac7842d3bebd45c1bccd168494de1b15
出典メモuspto-grants-2000_02