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HRID 25686作成日:2026年10月24日

Triethylamine → tert-butyl (2S,3S)-2-{[(benzyloxy)carbonyl]amino}-3-hydroxy-4-methylpentanoate

https://huagongshe.com/ja/reaction/25686

反応式

関与物質

役割名称HCID仕込み量
反応物TriethylamineHCID 8471—
反応物Benzyl succinimido carbonateHCID 83172—
反応物(2S,3S)-2-amino-3-hydroxy-4-methyl-pentanoic acid tert-butyl esterHCID 15408106—
溶媒DichloromethaneHCID 6344—
生成物tert-butyl (2S,3S)-2-{[(benzyloxy)carbonyl]amino}-3-hydroxy-4-methylpentanoateHCID 5906589596.3%

反応手順

A solution of (2S,3S)-2-amino-3-hydroxy-4-methyl-pentanoic acid tert-butyl ester (297 mg, 1.37 mmol) and triethylamine (139 mg, 1.37 mmol) in anhydrous methylene chloride (2 ml) was cooled to 0° C. under a nitrogen atmosphere. To this solution was added N-(benzyloxycarbonyloxy)-succinimide (343 mg, 1.37 mmol). The resulting mixture was warmed to room temperature and stirred for 15 hours. The reaction mixture was partitioned between ether and water. The organic layer was washed with cold 1N hydrochloric acid and saturated sodium chloride, dried over magnesium sulfate, filtered and concentrated in vacuo, to provide tert-butyl (2S,3S)-2-{[(benzyloxy)carbonyl]-amino}-3-hydroxy-4-methylpentanoate (445 mg, 96%) as a yellow oil.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06858591B2
出典データセットuspto-grants-2005_02
ORD IDord-f8d8c4522a1b4656b2cd8f3b4927d4b2
出典メモuspto-grants-2005_02