참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Sodium Azide | HCID 33557 | — |
| 반응물 | 1-Butanaminium, N,N,N-tributyl-, azide | HCID 5743232 | — |
| 반응물 | (5R)-5-(chloromethyl)-1,3-oxazolidin-2-one | HCID 7058041 | — |
| 용매 | Acetone | HCID 180 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | 5-(S)-Azidomethyloxazolidine-2-one | HCID 22977318 | — |
반응 단계
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.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US06562844B2 |
|---|
| 출처 데이터셋 | uspto-grants-2003_05 |
|---|
| ORD ID | ord-e7a6bcfd0c644788b68bfc57859c832d |
|---|
| 출처 메모 | uspto-grants-2003_05 |
|---|
