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HRID 846921作成日:2026年10月23日

Lawesson's reagent → (2S, 4R)-4-methanesulfonyloxy-1-(4-nitrobenzyloxycarbonyl)-2-thiocarbamoylpyrrolidine

https://huagongshe.com/ja/reaction/846921

反応式

関与物質

役割名称HCID仕込み量
反応物Lawesson's reagentHCID 87949—
反応物trans-1-(p-nitrobenzyloxycarbonyl)-4-methanesulfonyloxy-L-prolineamideHCID 13455346—
溶媒TetrahydrofuranHCID 8028—
生成物(2S, 4R)-4-methanesulfonyloxy-1-(4-nitrobenzyloxycarbonyl)-2-thiocarbamoylpyrrolidineHCID 14305069152.4%

反応手順

To a solution of (2S,4R)-2-carbamoyl-4-methanesulfonyloxy-1-(4-nitrobenzyloxycarbonyl)pyrrolidine (7 g) in tetrahydrofuran (210 ml) was added 2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane-2,4-disulfide (3.65 g) and the solution was stirred for 2 hours under refluxing. After the solvent was removed, the resulting oily residue was subjected to a column chromatography on silica gel (150 g) eluting with a mixture of n-hexane and ethyl acetate (2:3 V/V) to give (2S,4R)-4-methanesulfonyloxy-1-(4-nitrobenzyloxycarbonyl)-2-thiocarbamoylpyrrolidine (5.55 g).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05138064
出典データセットuspto-grants-1992_08
ORD IDord-cc1dbe5f8fd04e549544819bfd877c33
出典メモuspto-grants-1992_08