Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Triethylamine → N-(9-((2R,4S,5R)-5-((Tert-butyldimethylsilyloxy)methyl)-4-hydroxytetrahydrofuran-2-YL)-9H-purin-6-YL)benzamide
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Triethylamine | HCID 8471 | — |
| 반응물 | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| 반응물 | N-benzoyl-2'-deoxyadenosine | HCID 107558 | — |
| 반응물 | 5'-O-tertbutyldimethylsilylthymidine | HCID 57349786 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 용매 | Dichloromethane ethanol | HCID 21584144 | — |
| 생성물 | N-(9-((2R,4S,5R)-5-((Tert-butyldimethylsilyloxy)methyl)-4-hydroxytetrahydrofuran-2-YL)-9H-purin-6-YL)benzamide | HCID 13833804 | 76% |
반응 단계
N6 -Benzoyl-5'-O-tert-butyldimethylsilyl-2'-deoxyadenosine (Compound 5, Table I) was prepared by a procedure similar to that used to prepare the 5'-O-tertbutyldimethylsilylthymidine, as described in Example 1, except that N6 -benzoyl-2'-deoxyadenosine (10 g, 26.9 mmole), 4-N,N-dimethylaminopyridine (0.86 g, 7.0 mmole), triethylamine (3.6 g, 4.96 ml, 35.4 mmole) and tert-butyldimethylchlorosilane (5.33 g, 35.4 mmole) were dissolved in 100 ml dry N,N-dimethylformamide. The reaction was allowed to stir for 2 hours before being worked up as described in Example 1. Chromatography was performed using dichloromethane/ethanol (20/1) as eluent to yield 9.6 g N6 -benzoyl-5'-O-tert-butyldimethylsilyl-2'-deoxyadenosine as a white foam (73% yield).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US05625050 |
| 출처 데이터셋 | uspto-grants-1997_04 |
| ORD ID | ord-9958ce6b270e40cb8daea0d110d8994c |
| 출처 메모 | uspto-grants-1997_04 |