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HRID 1670415作成日:2026年10月27日

Vinylcyclopentane → (3R,4R,5S)-5-[(1R,2E)-3-cyclopentyl-1-hydroxyprop-2-en-1-yl]-4-hydroxy-3-methoxydihydrofuran-2(3H)-one

https://huagongshe.com/reaction/1670415

反応式

関与物質

役割名称HCID仕込み量
反応物VinylcyclopentaneHCID 77345—
反応物(3R,4R,5S)-4-hydroxy-5-[(1R)-1-hydroxyprop-2-en-1-yl]-3-methoxydihydrofuran-2(3H)-oneHCID 67241097—
触媒HCID 178479819HCID 178479819—
溶媒DichloromethaneHCID 6344—
生成物(3R,4R,5S)-5-[(1R,2E)-3-cyclopentyl-1-hydroxyprop-2-en-1-yl]-4-hydroxy-3-methoxydihydrofuran-2(3H)-oneHCID 57463784—

反応条件

温度60 °C

反応手順

100 mg (0.53 mmol) of 18, 4 ml of CH2Cl2, 726 μl (5.3 mmol) of vinylcyclopentane and then 90.2 mg (106 μmol) of second-generation Grubbs catalyst are introduced into a 5 ml vial. The solution is microwave-heated at 60° C. for 10 min. The solvent is subsequently evaporated to dryness under reduced pressure and the residue is then purified on a Biotage 12-M silica column (eluent: 40/60 Hept/EtOAc). The product 19 (76.3 mg, Rf=0.35 under the elution conditions used) is obtained in the form of a brown solid.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07994162B2
出典データセットuspto-grants-2011_08
ORD IDord-5849822b29894a59bb8341c76a109f29
出典メモuspto-grants-2011_08