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HRID 20579作成日:2026年10月26日

Triphenylphosphine → methyl 3-(benzyloxy)-5-[(1R)-2-methoxy-1-methylethoxy]benzoate

https://huagongshe.com/reaction/20579

反応式

関与物質

役割名称HCID仕込み量
反応物TriphenylphosphineHCID 11776—
反応物Diisopropyl azodicarboxylateHCID 5363146—
反応物(2S)-1-methoxypropan-2-olHCID 6993459—
反応物Methyl 3-(benzyloxy)-5-hydroxybenzoateHCID 7472028—
溶媒TetrahydrofuranHCID 8028—
生成物methyl 3-(benzyloxy)-5-[(1R)-2-methoxy-1-methylethoxy]benzoateHCID 5912709067.2%

反応条件

温度0 °C

反応手順

DIAD (4.6 g, 0.029 mol) was added dropwise to a solution of methyl 3-hydroxy-5-{[phenylmethyl]oxy}benzoate (6 g, 0.023 mol), (S)-(+)-1-methoxy-2-propanol (2.59 g, 0.029 mol) and triphenylphosphine (7.53 g, 0.029 mol) in THF (100 mL), under argon, at 0° C. The reaction was stirred at 0° C. for 1 hour and at RT for 20 hours. The volatiles were removed in vacuo and isohexane/ethyl acetate 2:1 added followed by stirring for 1 hour. A white solid was removed by filtration and the filtrate was evaporated to a residue which was chromatographed on silica, eluting with a gradient of 0-20% ethyl acetate in isohexane, to give the desired compound (5.11 g).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07745475B2
出典データセットuspto-grants-2010_06
ORD IDord-9842d4c846f34ce89bc694761081e379
出典メモuspto-grants-2010_06