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HRID 7286作成日:2026年10月23日

Lithium borohydride → (R)-Benzyl (1,5-dihydroxypentan-2-yl)carbamate

https://huagongshe.com/ja/reaction/7286

反応式

関与物質

役割名称HCID仕込み量
反応物Lithium borohydrideHCID 4148881—
反応物[((Benzyloxy)carbonyl]amino}pentanedioateHCID 22017142—
溶媒WaterHCID 962—
溶媒TetrahydrofuranHCID 8028—
溶媒Sodium chloride; waterHCID 57417360—
生成物(R)-Benzyl (1,5-dihydroxypentan-2-yl)carbamateHCID 275738281.2%

反応手順

A solution of dimethyl (2R)-2-{[((benzyloxy)carbonyl]amino}pentanedioate (22.4 g) in dry THF (74 ml) was added dropwise over 1 h to a stirred mixture of lithium borohydride (4.5 g) in THF (200 ml) at room temperature, under nitrogen. Stirring at room temperature was continued for 3 days. The reaction mixture was diluted with brine and water, and extracted with ethyl acetate. The combined organic extracts were washed with brine, dried (over magnesium sulphate) and concentrated under reduced pressure to give the title compound (16.5 g) as a white solid.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07084139B2
出典データセットuspto-grants-2006_08
ORD IDord-0716b8127315465ca5bb1dda1907bd78
出典メモuspto-grants-2006_08