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Dicyclohexylcarbodiimide → N-Cbz-1-aminocyclopropanecarboxylic acid 2,2,5,5-tetramethylcyclopentyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dicyclohexylcarbodiimide | HCID 10868 | — |
| 反応物 | 2-Dimethylaminopyridine | HCID 21885 | — |
| 反応物 | 2,2,5,5-Tetramethylcyclopentan-1-ol | HCID 551696 | — |
| 反応物 | 1-{[(Benzyloxy)carbonyl]amino}cyclopropane-1-carboxylic acid | HCID 3589012 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | N-Cbz-1-aminocyclopropanecarboxylic acid 2,2,5,5-tetramethylcyclopentyl ester | HCID 53791828 | — |
反応手順
To a stirred solution of N-Cbz-1-aminocyclopropane carboxylic acid in dry (CH2)2Cl2 containing dicyclohexylcarbodiimide and dimethylaminopyridine (DMAP), all at 0° C., is added, via an addition funnel, 2,2,5,5-tetramethylcyclopentanol dissolved in CH2Cl2. After stirring for 4 days, the mixture is filtered, and the filtrate is washed with 5% HCl (1×50 ml), saturated NaHCO3 (1×50 ml), and water (1×50 ml). The organic layer is separated, dried over MgSO4 and evaporated to yield N-Cbz-1-aminocyclopropanecarboxylic acid 2,2,5,5-tetramethylcyclopentyl ester.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04766246 |
| 出典データセット | uspto-grants-1988_08 |
| ORD ID | ord-210b0b7eb883423eb537680d49dd2b5a |
| 出典メモ | uspto-grants-1988_08 |