Perfluorophenyl acetate → HCID 23541117, 화합물

HRID 1793260노트

반응식

HRID 1793260 반응식
[NH2:1][CH2:2][C@:3]1([CH2:17][OH:18])[O:7][C@@H:6]([N:8]2[CH:15]=[CH:14][C:12](=[O:13])[NH:11][C:9]2=[O:10])[CH2:5][C@@H:4]1[OH:16].[C:19](OC1C(F)=C(F)C(F)=C(F)C=1F)(=[O:21])[CH3:20]>CN(C)C=O>[C:19]([NH:1][CH2:2][C@:3]1([CH2:17][OH:18])[O:7][C@@H:6]([N:8]2[CH:15]=[CH:14][C:12](=[O:13])[NH:11][C:9]2=[O:10])[CH2:5][C@@H:4]1[OH:16])(=[O:21])[CH3:20]

참가 물질

4

반응물 2

HCID 87968Perfluorophenyl acetateHCID 23541118HCID 23541118, 화합물

생성물 1

HCID 23541117HCID 23541117, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

4′-C-Aminomethyl-2′-deoxyuridine (13) (0.034 g, 0.13 mmol) was dissolved in anhydrous N,N-dimethylformamide (0.5 mL) at ambient temperature. Excess pentafluorophenyl acetate (0.88 g, 0.39 mmol) was then added directly to the reaction mixture as a solid. The resulting solution was stirred for 18 hours at ambient temperature. The solvent was then removed under vacuum and the residue re-dissolved in water and then washed with toluene. The aqueous layer was then separated and the solvent removed under vacuum. The title compound was obtained as an amorphous solid (0.032 g, 82%). δH(300 MHz, D2O) 7.68(1H, d, H-6), 6.11(1H, dd, H-1′), 5.71(1H, d, H-5), 4.44(1H, dd, H-3′), 4.49(2H, 2d, H-5′), 3.33(2H, 2d, 4′-C—CH2), 2.33(2H, m, H-2′), 1.89(3H, s, CH3CONH); δC(75.45 MHz, D2O) 175.60, 167.08, 152.43, 142.86, 102.93, 88.93, 85.57, 71.91, 63.16, 40.37, 39.15, 22.72; ES +ve m/z 300(M+H)+, 242(M−CH3CONH)+.

후처리

  1. customThe solvent was then removed under vacuum
  2. dissolutionthe residue re-dissolved in water
  3. washwashed with toluene
  4. customThe aqueous layer was then separated
  5. customthe solvent removed under vacuum

출처 및 근거

ORD 기록
ord-8ed602aad6f84b358ab5d4461855826e
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07078499B2

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