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HRID 376423作成日:2026年10月26日

Dicyclohexylcarbodiimide → 3-O-(4-dimethylaminobutanoyl)-1,2-O-dioleylglycerol

https://huagongshe.com/reaction/376423

反応式

関与物質

役割名称HCID仕込み量
反応物DicyclohexylcarbodiimideHCID 10868—
反応物2,3-Bis[(9Z)-9-octadecen-1-yloxy]-1-propanolHCID 5380343—
反応物4-(Dimethylamino)butyric acid hydrochlorideHCID 12691640—
触媒4-(Dimethylamino)pyridineHCID 14284—
溶媒dichloromethane N,N-dimethylformamideHCID 22350042—
生成物3-O-(4-dimethylaminobutanoyl)-1,2-O-dioleylglycerolHCID 8675186087.1%

反応手順

In 6 ml of methylene chloride-N,N-dimethylformamide (1:2) was dissolved 120 mg (0.20 mmol) of 1,2-O-dioleylglycerol, followed by addition of 168 mg (1 mmol) of 4-dimethylaminobutyric acid hydrochloride. Then, 206 mg (1 mmol) of N,N'-dicyclohexylcarbodiimide (DCC) and 25 mg (0.2 mmol) of 4-dimethylaminopyridine were further added and the reaction was conducted at ambient temperature overnight. The precipitated byproduct urea was filtered off using a glass filter and the filtrate was concentrated to dryness under reduced pressure and treated with methylene chloride-saturated aqueous sodium hydrogen carbonate solution. After phase separation, the methylene chloride layer was dried over sodium sulfate and the solvent was distilled off under reduced pressure. The residue was subjected to column chromatography (silica gel/methylene chloride-methanol) to provide 123 mg (87%) 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-c3e2d99100fc40ccb67ccb4087237832
出典メモuspto-grants-2000_02