Adenosine → 2'-Deoxy-2'-fluoroinosine

HRID 37079

반응식

HRID 37079 반응식
N[C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[C@@H:11]1[O:16][C@H:15]([CH2:17][OH:18])[C@@H:13]([OH:14])[C@H:12]1[F:19].[C@@H]1(N2C3N=CN=C(N)C=3N=C2)O[C@H](CO)[C@@H](O)[C@H]1[OH:22]>O>[F:19][C@@H:12]1[C@H:13]([OH:14])[C@@H:15]([CH2:17][OH:18])[O:16][C@H:11]1[N:6]1[CH:5]=[N:4][C:3]2[C:2](=[O:22])[NH:10][CH:9]=[N:8][C:7]1=2

참가 물질

4

반응물 2

HCID 60961AdenosineHCID 1002532'-Fluoro-2'-deoxyadenosine

생성물 1

HCID 1354351722'-Deoxy-2'-fluoroinosine

시약·촉매·용매 1

HCID 962Water용매

실험 절차

6-Amino-9-(2-deoxy-2-fluoro-β-D-ribofuranosyl)-9H-purine (0.29 g, 1.0 mmole), prepared as in Example 8, was dissolved in 100 ml of water. Calf intestinal adenosine deaminase (4 I.U., Boehringer Mannheim) was added and the solution incubated at 37° C. for 24 hrs. The solvent was removed under vacuum. The residue was dissolved in water/n-propanol (7/3) and chromatographed on a 5×90 cm column of Sephadex G-10 (Pharmacia LKB) with water/n-propanol (7/3) as the solvent. Product-containing fractions were combined and the solvent removed under vacuum. The residue was dissolved in water and lyophilized to obtain title compound that analyzed as a hydrate.

후처리

  1. customThe solvent was removed under vacuum
  2. dissolutionThe residue was dissolved in water/n-propanol (7/3)
  3. customchromatographed on a 5×90 cm column of Sephadex
  4. customthe solvent removed under vacuum
  5. dissolutionThe residue was dissolved in water

출처 및 근거

ORD 기록
ord-24624ba4ad42404e88c2b51eb4f0dcd5
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05420115

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