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Tetrabutylammonium Fluoride → HCID 178519966, 화합물

HRID 2169332
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HRID 2169332 반응식
[Si]([O:8][CH2:9][CH2:10][N:11]([CH:41]1[CH2:44][O:43][CH2:42]1)[C:12]([C:14]1[C:19]([O:20][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[C:18]([OH:28])[N:17]=[C:16]([CH2:29][C:30]2([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)[CH2:34][CH2:33][CH2:32][CH2:31]2)[N:15]=1)=[O:13])(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1>[OH:8][CH2:9][CH2:10][N:11]([CH:41]1[CH2:44][O:43][CH2:42]1)[C:12]([C:14]1[C:19]([O:20][CH2:21][C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)=[C:18]([OH:28])[N:17]=[C:16]([CH2:29][C:30]2([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)[CH2:31][CH2:32][CH2:33][CH2:34]2)[N:15]=1)=[O:13]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 178455276HCID 178455276, 화합물

생성물 1

HCID 178519966HCID 178519966, 화합물수율 76.68%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a stirred solution of 5-benzyloxy-6-hydroxy-2-(1-phenyl-cyclopentylmethyl)-pyrimidine-4-carboxylic acid [2-(tert-butyl-dimethylsilanyloxy)-ethyl]-oxetan-3-yl-amide (296) (240 mg, 0.39 mmol) in tetrahydrofuran (20 mL) was added a 1M solution of tetrabutylammoniumfluorid in tetrahydrofuran (1.2 mL, 1.16 mmol) at room temperature and stirring was continued for 60 min at room temperature. After completion of the reaction, the reaction mixture was concentrated and the residue purified by Combi-Flash column (eluted at 5% methanol in dichloromethane) to get 5-Benzyloxy-6-hydroxy-2-(1-phenyl-cyclopentylmethyl)-pyrimidine-4-carboxylic acid (2-hydroxyethyl)-oxetan-3-yl-amide (297) as an off-white sticky solid (150 mg, 76.68%).

후처리

  1. customAfter completion of the reaction
  2. concentrationthe reaction mixture was concentrated
  3. customthe residue purified by Combi-Flash column (eluted at 5% methanol in dichloromethane)

출처 및 근거

ORD 기록
ord-a330f7bcf7d24a4d8eabe2e8599c18be
출처 데이터셋
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09045486B2

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