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HRID 1289244作成日:2026年10月26日

Triphenylphosphine → Methyl (2S)-2-benzyloxycarbonylamino-4-cyanobutyrate

https://huagongshe.com/reaction/1289244

反応式

関与物質

役割名称HCID仕込み量
反応物TriphenylphosphineHCID 11776—
反応物Z-Gln-omeHCID 7020255—
溶媒Carbon TetrachlorideHCID 5943—
溶媒TetrahydrofuranHCID 8028—
生成物Methyl (2S)-2-benzyloxycarbonylamino-4-cyanobutyrateHCID 11000307—

反応条件

温度50 °C

反応手順

A solution of N-benzyloxycarbonyl-L-glutamine methyl ester (25 g) in THF (500 ml) was added dropwise to a stirred solution of triphenylphosphine (44.5 g) in carbon tetrachloride (1 L). The mixture was heated to 50° C. for 2 hours. The mixture was evaporated. The resultant oil was triturated in ethyl acetate. The mixture was filtered and the filtrate was evaporated. The residue was purified by column chromatogaphy using a 1:1 mixture of hexane and ethyl acetate as eluant. There was thus obtained methyl (2S)-2-benzyloxycarbonylarnino-4-cyanobutyrate (19.38 g, 83%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05747499
出典データセットuspto-grants-1998_05
ORD IDord-ebe61e5660a14d72aaeb847aa9d66948
出典メモuspto-grants-1998_05