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HRID 327774作成日:2026年10月26日

4-Toluenesulfonyl chloride → (3S,8S,9S,10R,13S,14S,16S,17R)-17-[(1R,5R)-6-hydroxy-1,5-dimethyl-hexyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,16-diol

https://huagongshe.com/reaction/327774

反応式

関与物質

役割名称HCID仕込み量
反応物4-Toluenesulfonyl chlorideHCID 7397—
反応物(25R)-16-oxo-26-hydroxycholesterolHCID 13873472—
溶媒WaterHCID 962—
生成物(3S,8S,9S,10R,13S,14S,16S,17R)-17-[(1R,5R)-6-hydroxy-1,5-dimethyl-hexyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,16-diolHCID 11729441160.7%

反応手順

To a solution of (25R)-26-hydroxy-16-oxocholesterol (9) (4.52 mmoles in pyridine (20 ml)), cooled in an ice bath, p-toluenesulfonyl chloride (3.44 g, 18.0 mmoles) is added mixture is stirred for 5 hours at room temperature. The reaction mixture is then poured into water and extracted with ether. The organic layer is washed with 2N HCl and water, dried over sodium sulfate, and evaporated under reduced pressure to yield 3.04 g (93%) of (25R)-16β, 26-dihydroxycholesterol 3β, 26-ditosylate (7) as an oil. The product is the same as the one in Example 8.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05274088
出典データセットuspto-grants-1993_12
ORD IDord-cee6e31dcfc14cb0a03a3e1ffc9785b2
出典メモuspto-grants-1993_12