関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Sodium Iodide | HCID 5238 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 3-Chloro-2-chloromethyl-1-propene | HCID 15859 | — |
| 反応物 | 1-Benzyl 4-(tert-butyl) benzyl-L-aspartate | HCID 16069553 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | 1-Benzyl 4-(tert-Butyl) N-Benzyl-N-(2-(chloromethyl)allyl)-L-aspartate | HCID 16069554 | 58.3% |
反応手順
A mixture of (2S)-benzylamino-succinic acid 1-benzyl ester 4-tert-butyl ester (12.1 g, 32.6 mmol), K2CO3 (14 g, 3 equiv.), NaI (3.0 g, 20 mmol) and 3-chloro-2-chloromethyl-1-propene (5.1 g, 40.8 mmol) in MeCN (150 mL) was stirred at 81° C. for 16 h. After cooling, the reaction mixture was filtered and the filtrate was concentrated under reduced pressure. Purification by Combiflash (hexane and ethyl acetate: gradient 0 to 8% during 12 min) afforded (2S)-[benzyl-(2-chloromethyl-allyl)-amino]-succinic acid 1-benzyl ester 4-tert-butyl ester (8.7 g, 58%). MS (ESI): 458 (M+Na+).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US09440958B2 |
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| 出典データセット | uspto-grants-2016_09 |
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| ORD ID | ord-0aa6f41428f748ed803e2853f83968ea |
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| 出典メモ | uspto-grants-2016_09 |
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