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HRID 79930作成日：2026年10月23日
2,2-Difluoro-2-(fluorosulfonyl)acetic acid → 4-Difluoromethoxymethyl-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester
https://huagongshe.com/ja/reaction/79930
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 2,2-Difluoro-2-(fluorosulfonyl)acetic acid | HCID 2737516 | — |
| 反応物 | 1-(tert-Butyl) 2-methyl 4-(hydroxymethyl)pyrrolidine-1,2-dicarboxylate | HCID 23595753 | — |
| 触媒 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | 4-Difluoromethoxymethyl-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester | HCID 66620438 | 57% |
反応手順
4-Hydroxymethyl-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (584 mg, 2.25 mmol) and CuI (86 mg, 0.45 mmol) were suspended in MeCN (10 mL). The reaction mixture was heated to 45° C. and difluoro-fluorosulfonyl-acetic acid (0.465 mL, 4.5 mmol) was added dropwise over the course of 30 min. Stirring was continued for another 3 h, after which the reaction mixture was cooled to RT and concentrated. The residue was taken up in EtOAc and washed with saturated aqueous NaHCO3 and brine then dried over MgSO4, filtered and concentrated. The crude residue was purified by silica column chromatography (19% to 40% EtOAc/Hex) to afford the title compound (394 mg, 57%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08841278B2 |
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| 出典データセット | uspto-grants-2014_09 |
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| ORD ID | ord-8d28caebf29e4c9685d9e9ad2985445a |
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| 出典メモ | uspto-grants-2014_09 |
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