戻る
化工社化工社 化学情報印刷レポート · 研究参考用
HRID 989996作成日:2026年10月26日

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

https://huagongshe.com/reaction/989996

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. Yield: 6.6 g=71%

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06458772B1
出典データセットuspto-grants-2002_10
ORD IDord-89a89f6a177147aba1c45018eb0c03db
出典メモuspto-grants-2002_10