関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Sodium Azide | HCID 33557 | — |
| 反応物 | 1-Butanaminium, N,N,N-tributyl-, azide | HCID 5743232 | — |
| 反応物 | (5R)-5-(chloromethyl)-1,3-oxazolidin-2-one | HCID 7058041 | — |
| 溶媒 | Acetone | HCID 180 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 5-(S)-Azidomethyloxazolidine-2-one | HCID 22977318 | — |
反応手順
5-(R)-Chloromethyloxazolidine-2-one (prepared according to [Danielmeier et al. Efficient Pathways to (R)- and (S)-hydroxymethyl-2-oxazolidinone and some derivatives. Tetrahedron: Asymmetry. 1995, vol. 6, pp. 1181-1190] (5 mmol) is reacted with sodium azide (7-10 mmol) in acetone (ca. 40-50 mL) at r.t. for ca. 24 h (until the reaction is completed). Solids are filtered off, and supernatant evaporated under vacuum to afford the product which is immediately used for the next step. Optionally, the synthesis is performed in dry N,N-dimethylformamide under inert atmosphere with sodium azide (5-10 mmol) or tetrabutylammonium azide (5-10 mmol), and the resulting solution of the crude 5-(S)-azidomethyloxazolidine-2-one is employed for the next step without solvent removal.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US06562844B2 |
|---|
| 出典データセット | uspto-grants-2003_05 |
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| ORD ID | ord-e7a6bcfd0c644788b68bfc57859c832d |
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| 出典メモ | uspto-grants-2003_05 |
|---|
