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HRID 422134作成日:2026年10月26日

Cesium carbonate → (1R,2R,4aS,8aS)-1-{[(3,5-dimethoxyphenyl)-sulfanyl]methyl}-2,5,5,8a-tetramethyl-decahydronaphthalen-2-ol

https://huagongshe.com/reaction/422134

反応式

関与物質

役割名称HCID仕込み量
反応物Cesium carbonateHCID 10796—
反応物3,5-DimethoxybenzenethiolHCID 4713145—
反応物((1S,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl)methyl methanesulfonateHCID 58294786—
溶媒AcetonitrileHCID 6342—
生成物(1R,2R,4aS,8aS)-1-{[(3,5-dimethoxyphenyl)-sulfanyl]methyl}-2,5,5,8a-tetramethyl-decahydronaphthalen-2-olHCID 5829482960.5%

反応手順

A mixture of 3,5-dimethoxybenzenethiol (20) (6.74 g, 39.60 mmol), ((1S,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl)methyl methanesulfonate (12) (12.62 g, 39.60 mmol), and Cs2CO3 (38.70 g, 118.77 mmol) in CH3CN (560 mL) was stirred at room temperature for 1 h, then refluxed for 24 h. After cooling, the mixture was concentrated. Purification by chromatography on silica gel (Hexanes/EtOAc, 4:1) gave (1R,2R,4aS,8aS)-1-{[(3,5-dimethoxyphenyl)-sulfanyl]methyl}-2,5,5,8a-tetramethyl-decahydronaphthalen-2-ol (21) (9.40 g, 60%) as a light yellow sticky mass.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08101605B2
出典データセットuspto-grants-2012_01
ORD IDord-fad6eb8251a44e208bce1c76fa01a9cd
出典メモuspto-grants-2012_01