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HRID 10141作成日:2026年10月23日

p-Toluenesulfonic acid → 2-[(4R, 6S)-2,2-dimethyl-6-benzoyloxymethyl-1,3-dioxan-4-yl]acetic tert-butyl ester

https://huagongshe.com/ja/reaction/10141

反応式

関与物質

役割名称HCID仕込み量
反応物p-Toluenesulfonic acidHCID 6101—
反応物2,2-DimethoxypropaneHCID 6495—
反応物3-MethylpyridineHCID 7970—
反応物(5S)-6-benzoyloxy-3,5-dihydroxyhexanoic tert-butyl esterHCID 21040752—
溶媒AcetoneHCID 180—
溶媒Acetonitrile--water (1/1)HCID 18373917—
生成物2-[(4R, 6S)-2,2-dimethyl-6-benzoyloxymethyl-1,3-dioxan-4-yl]acetic tert-butyl esterHCID 10133384—

反応手順

To a solution composed of 108 mg (90.2 weight %, 0.3 mmol) of the (5S)-6-benzoyloxy-3,5-dihydroxyhexanoic tert-butyl ester produced in Example 15, 62.4 mg (0.6 mmol) of 2,2-dimethoxypropane, and 5 mL of acetone were added 5.7 mg (0.03 mmol) of p-toluenesulfonic acid.1H2O and 14.0 mg (0.15 mmol) of 3-methylpyridine, and the mixture was stirred at 40° C. for 16 hours. This reaction mixture was analyzed by high-performance liquid chromatography (column: Develosil ODS-HG-3 4.6×250 mm, product of Nomura Chemical, eluent: water/acetonitrile=50/50, flow rate: 1.0 mL/min, detector: UV 220 nm, column temperature: 40° C.). The compositional yield values were as follows.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07094594B2
出典データセットuspto-grants-2006_08
ORD IDord-d475ed245f9540058b93905df4149af0
出典メモuspto-grants-2006_08