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HRID 21766作成日:2026年10月25日

Dimethyl Sulfide → Cbz-L-Prolinol

https://huagongshe.com/reaction/21766

反応式

関与物質

役割名称HCID仕込み量
反応物Dimethyl SulfideHCID 1068—
反応物Benzyloxycarbonyl-L-prolineHCID 101987—
溶媒TetrahydrofuranHCID 8028—
生成物Cbz-L-ProlinolHCID 1109656298%

反応条件

温度0 °C

反応手順

A 21.56 g (86.55 mmol) sample of the compound from step 24a above was dissolved in 200 mL of THF, and the solution was cooled to 0° C. BH3 -dimethyl sulfide (86.5 mL, 2N) was added dropwise under a nitrogen atmosphere. The reaction was stirred at room temperature for 16 hr, then cooled to 0° C. and quenched by careful addition of 10% acetic acid in methanol. The mixture was reduced in volume on a rotary evaporator, and the concentrate was dissolved in ethyl acetate, which was washed successively with 1N HCl, water and sodium bicarbonate solution. The organic extract was dried over Na2SO4 and concentrated to afford the title product, 19.94 g (98% yield).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05424444
出典データセットuspto-grants-1995_06
ORD IDord-b7584f1f3ebc4e52879c9f889abda715
出典メモuspto-grants-1995_06