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HRID 489018作成日:2026年10月25日

Dicyclohexylcarbodiimide → 2,2-dimethyl-3-(N-CBz-D-valyloxy)-propionic acid

https://huagongshe.com/reaction/489018

反応式

関与物質

役割名称HCID仕込み量
反応物DicyclohexylcarbodiimideHCID 10868—
反応物2,2-Dimethylpropionic acid, 4-methoxybenzyl esterHCID 578001—
反応物N-alpha-Benzyloxycarbonyl-D-valineHCID 712434—
触媒4-(Dimethylamino)pyridineHCID 14284—
溶媒DichloromethaneHCID 6344—
生成物2,2-dimethyl-3-(N-CBz-D-valyloxy)-propionic acidHCID 23387490—

反応手順

To a solution of 2,2-dimethyl propionic acid 4-methoxybenzyl ester (4.7 g, 20 mmole) and N-CBz-D-valine (5.5 g, 22 mmole) in dichloromethane (100 ml) were added 4-dimethyaminopyridine (305 mg, 2.5 mmole) and DCC (5.15 g, 25 mmole). After 18 hr. the solution was washed successively with sodium bicarbonate aqueous solution, citric acid solution and water. The organic phase was dried and the residue was dissolved in dichloromethane (100 ml). To the solution was added trifluoroacetic acid (10 ml). After 3 hr, it was evaporated and the product was isolated with silica gel column chromatography. 4.5 g. The compound may be activated and esterfied to a drug or further modified as described below.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06974802B2
出典データセットuspto-grants-2005_12
ORD IDord-6155958123ff49958903b7ef39d327c6
出典メモuspto-grants-2005_12