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Benzylamine → N-benzyl-O-benzyl-N2-Boc-D-serinamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Benzylamine | HCID 7504 | — |
| 反応物 | (R)-3-(benzyloxy)-2-((tert-butoxycarbonyl)amino)propanoic acid | HCID 2733693 | — |
| 溶媒 | 4-Methylmorpholine | HCID 7972 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | N-benzyl-O-benzyl-N2-Boc-D-serinamide | HCID 7216909 | 50% |
反応手順
To a cooled (−20° C.) solution of N-Boc-O-benzyl-D-serine (26 g) in tetrahydrofuran (208 mL), N-methylmorpholine (15 mL) was added and reaction mixture was stirred for 5 minutes. isobutylchloformate (18 mL) was added to the reaction mixture in 5 minutes at −20° C. The solution was further stirred for 5 minutes at −20° C. and benzyl amine (15.01 mL) was added to in it in 5 minutes at −20° C. The solution was stirred for 1 hr at −20° C. The solution was allowed to warm at room temperature and stirred for 1 hour. The precipitated hydrochloride salt of N-methylmorpholine was filtered. The filtrate was concentrated under vacuum to obtain solid 17 g N-benzyl-O-benzyl-N2-Boc-D-serinamide after crystallization from diisopropylether.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08853439B2 |
| 出典データセット | uspto-grants-2014_10 |
| ORD ID | ord-237040d7a9c14971ab822c563cb0ee99 |
| 出典メモ | uspto-grants-2014_10 |