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HRID 243589作成日:2026年10月26日

Acetic Acid → tert-butyl(2S,3S)-2-{[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]amino}-3-methylpentanoate

https://huagongshe.com/reaction/243589

反応式

関与物質

役割名称HCID仕込み量
反応物Acetic AcidHCID 176—
反応物Phthalylglycine aldehydeHCID 76201—
反応物Sodium cyanoborohydrideHCID 5003444—
反応物tert-Butyl isoleucinate--hydrogen chloride (1/1)HCID 11687228—
溶媒MethanolHCID 887—
生成物tert-butyl(2S,3S)-2-{[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]amino}-3-methylpentanoateHCID 6689169261.7%

反応条件

温度25 °C

反応手順

To a solution of Example 32A (12.1 g) in methanol (20 mL) was added L-isoleucine tert-butyl ester hydrochloride (13.0 g, 58 mmol), sodium cyanoborohydride (7.3 g, 116 mmol), and acetic acid (2 mL). The resulting solution was stirred for 3 hrs at 25° C. and the methanol removed under vacuum, dichloromethane (500 mL) added, and the solution extracted with aq. NaHCO3 (2×300 mL). Evaporation and purification of the organic layer gave 12.9 g of the title compound.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08653141B2
出典データセットuspto-grants-2014_02
ORD IDord-8ad332f9898f4d2c9e057c09c76d5c27
出典メモuspto-grants-2014_02