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HRID 366723作成日:2026年10月26日

3-Boc-2,2-dimethyloxazolidine-4-carboxaldehyde, (R)-(+)- → tert-Butyl (4S)-4-ethynyl-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

https://huagongshe.com/reaction/366723

反応式

関与物質

役割名称HCID仕込み量
反応物3-Boc-2,2-dimethyloxazolidine-4-carboxaldehyde, (R)-(+)-HCID 178792—
反応物Diazomethyl-phosphonic-acid-diethylesterHCID 10943016—
反応物Potassium tert-butoxideHCID 23665647—
溶媒Diethyl EtherHCID 3283—
生成物tert-Butyl (4S)-4-ethynyl-2,2-dimethyl-1,3-oxazolidine-3-carboxylateHCID 11160457—

反応手順

(S)-N-Boc-2,2-dimethyl-4-ethynyl-oxazolidine was prepared according to Method X above by the treatment of tert-butyl-(R)-4-formyl-2,2-dimethyl-3-oxazolidine-carboxylate (1.00 g, 4.36 mmol) (Aldrich) with potassium tert-butoxide (730 mg, 6.54 mmol) and diazomethyl-phosphonic-acid-diethylester (1.20 g, 6.54 mmol) (Method X above). The reaction was allowed slowly to warm up to room temperature and stirred for a total of 12 hrs. (S)-N-Boc-2,2-dimethyl-4-ethynyl-oxazolidine was obtained after silica gel column chromatography with 20% Et2O in hexanes. (Yield 420 mg, 43%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06130239
出典データセットuspto-grants-2000_10
ORD IDord-ad3086333bef492fb2b5ef584b0234ea
出典メモuspto-grants-2000_10