홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

1-(3,5-Di-O-benzyl-4-C-(p-toluenesulphonyloxymethyl)-2-O-p-toluenesulphony-beta-D-ribofuranosyl)uracil → 1-(2-O-p-Toluenesulfonyl-4-C-(p-toluenesulfonyloxymethyl)-beta-D-ribofuranosyl)uracil

HRID 1797373
노트
인쇄 미리보기

반응식

HRID 1797373 반응식
C([O:8][C@@H:9]1[C@@:13]([CH2:23][O:24][S:25]([C:28]2[CH:33]=[CH:32][C:31]([CH3:34])=[CH:30][CH:29]=2)(=[O:27])=[O:26])([CH2:14][O:15]CC2C=CC=CC=2)[O:12][C@@H:11]([N:35]2[CH:42]=[CH:41][C:39](=[O:40])[NH:38][C:36]2=[O:37])[C@@H:10]1[O:43][S:44]([C:47]1[CH:52]=[CH:51][C:50]([CH3:53])=[CH:49][CH:48]=1)(=[O:46])=[O:45])C1C=CC=CC=1>C(O)C.[OH-].[Pd+2].[OH-]>[C:50]1([CH3:53])[CH:51]=[CH:52][C:47]([S:44]([O:43][C@@H:10]2[C@H:9]([OH:8])[C@@:13]([CH2:23][O:24][S:25]([C:28]3[CH:29]=[CH:30][C:31]([CH3:34])=[CH:32][CH:33]=3)(=[O:26])=[O:27])([CH2:14][OH:15])[O:12][C@H:11]2[N:35]2[CH:42]=[CH:41][C:39](=[O:40])[NH:38][C:36]2=[O:37])(=[O:46])=[O:45])=[CH:48][CH:49]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 106051711-(3,5-Di-O-benzyl-4-C-(p-toluenesulphonyloxymethyl)-2-O-p-toluenesulphony-beta-D-ribofuranosyl)uracil

생성물 1

HCID 118013911-(2-O-p-Toluenesulfonyl-4-C-(p-toluenesulfonyloxymethyl)-beta-D-ribofuranosyl)uracil수율 51.5%

시약·촉매·용매 2

HCID 9942167Palladium hydroxide촉매HCID 702Ethanol용매

실험 절차

To a solution of compound 75 (0.80 g, 1.0 mmol) in absolute ethanol (2 cm3) was added 20% palladium hydroxide over carbon (0.80 g) and the mixture was degassed several times with hydrogen and stirring was continued under hydrogen for 48 h. The catalyst was filtered off and the filtrate was evaporated under reduced pressure. The residue was purified by silica gel column chromatography using dichloromethane/methanol (99:1, v/v) as eluent to give nucleoside 76A (0.30 g, 49%) as a white solid material. δH (CD3OD) 7.67 (4H, m), 7.45 (1H, d, J 8.2 Hz), 7.34 (4H, m), 5.86 (1H, d, J 8.0 Hz), 5.40 (1H, d, J 8.1 Hz), 4.95 (1H, m), 4.35 (1H, d, J 5.0 Hz), 4.17 (2H, m), 3.61 (2H, s), δc (CD3OD) 165.4, 151.6, 147.5, 146.6, 141.3, 134.0, 133.8, 131,4, 130.9, 129.2, 128.9, 103.7, 88.0, 85.4, 80.7, 72.4, 71.0, 64.3, 21.7, 21.6. FAB-MS m/z 583 [M+H]+.

후처리

  1. customthe mixture was degassed several times with hydrogen
  2. filtrationThe catalyst was filtered off
  3. customthe filtrate was evaporated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-e77aa4690fbe4871bd7f19cfdfd2e509
출처 데이터셋
uspto-grants-2006_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07034133B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트