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HRID 489064作成日:2026年10月23日

Dicyclohexylcarbodiimide → Benzyl 5-(N-FMOC-L-valyloxy)-4-hydroxy-2-pentenoate

https://huagongshe.com/ja/reaction/489064

反応式

関与物質

役割名称HCID仕込み量
反応物DicyclohexylcarbodiimideHCID 10868—
反応物FMOC-L-valineHCID 688217—
反応物Benzyl 4,5-dihydroxy-2-pentenoateHCID 54529065—
触媒4-(Dimethylamino)pyridineHCID 14284—
溶媒DichloromethaneHCID 6344—
生成物Benzyl 5-(N-FMOC-L-valyloxy)-4-hydroxy-2-pentenoateHCID 54039988—

反応条件

温度10 °C

反応手順

A mixture of benzyl 4,5-dihydroxy-2-pentenoate (4.4 g, 20 mmole), N-FMOC-L-valine (5.8 g, 17 mmole) and DMAP (0.21 g, 1.7 mmole) in 100 ml dichloromethane was cooled to about 10° C. A solution of DCC (4.2 g, 20 mmole) in 25 ml dichloromethane was added dropwise at the same temperature and the mixture was stirred overnight at room temperature. The mixture was cooled to 5° C. and the urethane was filtered. The filtrate was evaporated under reduced pressure and the product was isolated by silica gel column chromatography.

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-2bd9dcf911874b48baa6e271c7418ec1
出典メモuspto-grants-2005_12