Triethylamine → 3-benzoyl-2'-deoxy-3',5'-di-O-acetyl-5-fluorouridine

HRID 745656노트

반응식

HRID 745656 반응식
[C:1]([O:4][C@@H:5]1[C@@H:9]([CH2:10][O:11][C:12](=[O:14])[CH3:13])[O:8][C@@H:7]([N:15]2[CH:22]=[C:21]([F:23])[C:19](=[O:20])[NH:18][C:16]2=[O:17])[CH2:6]1)(=[O:3])[CH3:2].C(N(CC)CC)C.[C:31](Br)(=[O:38])[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1>O1CCOCC1>[C:31]([N:18]1[C:19](=[O:20])[C:21]([F:23])=[CH:22][N:15]([C@@H:7]2[O:8][C@H:9]([CH2:10][O:11][C:12](=[O:14])[CH3:13])[C@@H:5]([O:4][C:1](=[O:3])[CH3:2])[CH2:6]2)[C:16]1=[O:17])(=[O:38])[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 12056Benzoyl bromideHCID 127901643',5'-Di-O-acetyl-2'-deoxy-5-fluorouridine

생성물 1

HCID 228287873-benzoyl-2'-deoxy-3',5'-di-O-acetyl-5-fluorouridine수율 60.8%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

500 mg of 2'-deoxy-3',5'-di-O-acetyl-5-fluorouridine and 0.76 ml of triethylamine were dissolved in 10 ml of dry dioxane, and the resulting mixture was cooled with ice. To the mixture was added 850 mg of benzoyl bromide, and the resulting mixture was allowed to stand at room temperature for 15 minutes and then at 70° C. for 30 minutes. The same procedure as in Example 8 gave 400 mg (yield: 60.5%) of 3-benzoyl-2'-deoxy-3',5'-di-O-acetyl-5-fluorouridine. The absorption spectra of the present product were identical with those of the compound obtained in Example 8.

후처리

  1. temperaturethe resulting mixture was cooled with ice
  2. waitat 70° C. for 30 minutes

출처 및 근거

ORD 기록
ord-df7060b2176247bf92466a52c925e2b9
출처 데이터셋
uspto-grants-1986_07
특허 번호
US04599404

반응 노트

불러오는 중…