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HRID 18046作成日:2026年10月27日

Tetrahydrofuran → Carbamate

https://huagongshe.com/reaction/18046

反応式

関与物質

役割名称HCID仕込み量
反応物TetrahydrofuranHCID 8028—
反応物Benzyl chloroformateHCID 10387—
反応物Sodium BicarbonateHCID 516892—
反応物L-Tyrosine 1,1-dimethylethyl esterHCID 6950582—
溶媒WaterHCID 962—
溶媒Diethyl EtherHCID 3283—
生成物CarbamateHCID 276—
生成物Z-Tyr-OtBuHCID 11428694—

反応条件

温度0 °C

反応手順

To a 0° C. suspension of L-tyrosine tert-butyl ester (Bachem, 1.0. eq) and sodium bicarbonate (2.0 eq) in a 1:1 mixture of THF and water was added slowly with stirring benzyl chloroformate (1. 1 eq). After the addition, the mixture was stirred at 0° C. for 3 h and at room temperature for 24 h. The mixture was diluted with diethyl ether, and the aqueous layer was separated. The organic extracts were washed with saturated sodium chloride, treated with anhydrous magnesium sulfate, filtered, and evaporated to afford N-benzyloxycarbonyl-L-tyrosine tert-butyl ester of sufficient purity for immediate conversion of the tyrosine hydroxyl into a carbamate.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07741328B2
出典データセットuspto-grants-2010_06
ORD IDord-4a6c1f1dc3e74d41b45ee6e37120b17a
出典メモuspto-grants-2010_06