Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Methanol → 2'-O-{2-[(Dimethylamino)oxy]ethyl}-5-methyluridine
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Methanol | HCID 887 | — |
| 반응물 | Triethylamine | HCID 8471 | — |
| 반응물 | N,N-Diethylethanamine trihydrofluoride | HCID 175505 | — |
| 반응물 | 5'-O-tert-butyldiphenylsilyl-2'-O-[N,N-dimethylaminooxyethyl)-5-methyluridine | HCID 22947701 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | 2'-O-{2-[(Dimethylamino)oxy]ethyl}-5-methyluridine | HCID 22947699 | 92.5% |
반응 단계
Triethylamine trihydrofluoride (3.91 mL, 24.0 mmol) was dissolved in dry THF and triethylamine (1.67 mL, 12 mmol, dry, kept over KOH). This mixture of triethylamine-2HF was then added to 5′-O-tert-butyldiphenylsilyl-2′-O-[N,N-dimethylaminooxyethyl]-5-methyluridine (1.40 g, 2.4 mmol) and stirred at room temperature for 24 hrs. Reaction was monitored by TLC (5% MeOH in CH2Cl2). Solvent removed under vacuum and the residue placed on a flash column and eluted with 10% MeOH in CH2Cl2 to get the title compound (766 mg, 92.5%). Rf 0.27 (5% MeOH in CH2Cl2). MS (FAB⊕) m/e 346 (M+H⊕)
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US06849723B2 |
| 출처 데이터셋 | uspto-grants-2005_02 |
| ORD ID | ord-b1bfb384d1f04335bed777c650be455b |
| 출처 메모 | uspto-grants-2005_02 |