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HRID 415352作成日:2026年10月24日

Trimethyl borate → (1R)-1-(3-methanesulfonylphenyl)ethan-1-ol

https://huagongshe.com/ja/reaction/415352

反応式

関与物質

役割名称HCID仕込み量
反応物Trimethyl borateHCID 8470—
反応物2-Pyrrolidinemethanol, alpha,alpha-diphenyl-, (R)-HCID 7045371—
反応物1-(3-Methanesulfonylphenyl)ethan-1-oneHCID 59741437—
溶媒TetrahydrofuranHCID 8028—
生成物(1R)-1-(3-methanesulfonylphenyl)ethan-1-olHCID 6662284881.7%

反応手順

B(OMe)3 (62 μL, 0.55 mmol) was added to (R)-(+)-α,α-diphenyl-2-pyrrolidinemethanol in THF (5 mL) followed by BH3.Me3S (2M in THF, 1.23 mL, 2.54 mmol). The mixture was stirred for 1 h before 1-[3-(methylsulfonyl)phenyl]ethanone (458 mg, 2.31 mmol) in THF (5 mL) was added over 1.5 h. The resulting mixture was stirred overnight and then quenched with 1M HCl (2 mL). The mixture was concentrated and the crude product was purified by flash column chromatography (CH2Cl2/MeOH 50:1) to give the title compound (378 mg, 18% yield).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08088780B2
出典データセットuspto-grants-2012_01
ORD IDord-e3fafe93775640ec8fbc1ed11a1b790a
出典メモuspto-grants-2012_01