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Acetic Anhydride → 3'-Acetylamino-5'-O-trityl-2',3'-dideoxyuridine

HRID 1818672
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HRID 1818672 반응식
[NH2:1][C@@H:2]1[C@@H:6]([CH2:7][O:8][C:9]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[O:5][C@@H:4]([N:28]2[CH:35]=[CH:34][C:32](=[O:33])[NH:31][C:29]2=[O:30])[CH2:3]1.[C:36](OC(=O)C)(=[O:38])[CH3:37].C(N(CC)CC)C>C(Cl)Cl>[C:36]([NH:1][C@@H:2]1[C@@H:6]([CH2:7][O:8][C:9]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[O:5][C@@H:4]([N:28]2[CH:35]=[CH:34][C:32](=[O:33])[NH:31][C:29]2=[O:30])[CH2:3]1)(=[O:38])[CH3:37]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 529147963'-Amino-5'-O-trityl-2',3'-dideoxyuridine

생성물 1

HCID 687009443'-Acetylamino-5'-O-trityl-2',3'-dideoxyuridine수율 95%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Compound 31 (0.10 g, 0.213 mmol) was suspended in DCM (5 ml), and to this was added acetic anhydride (0.047 g, 0.044 ml, 0.469 mmol) and triethylamine (0.065 ml, 0.469 mmol). The mixture was stirred at room temperature for 3 hours. After this time the solvent was evaporated to give a white solid. The product was purified by column chromatography (MeOH/DCM 2%→6%), and evaporation of the solvent gave the title compound as a white solid (0.103 g, 95%).

후처리

  1. customAfter this time the solvent was evaporated
  2. customto give a white solid
  3. customThe product was purified by column chromatography (MeOH/DCM 2%→6%), and evaporation of the solvent

출처 및 근거

ORD 기록
ord-a1be34db2005473698e495d3e22541bf
출처 데이터셋
uspto-grants-2009_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07601702B2

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