Adenosine → 2'-Deoxy-2'-fluoroguanosine

HRID 37068

반응식

HRID 37068 반응식
[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[C@@H:11]2[O:16][C@H:15]([CH2:17][OH:18])[C@@H:13]([OH:14])[C@H:12]2[F:19])=[C:4](N)[N:3]=1.[C@@H]1(N2C3N=CN=C(N)C=3N=C2)O[C@H](CO)[C@@H](O)[C@H]1[OH:23]>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:8]1[CH:7]=[N:6][C:5]2[C:4](=[O:23])[NH:3][C:2]([NH2:1])=[N:10][C:9]1=2

참가 물질

4

반응물 2

HCID 60961AdenosineHCID 99711012-Amino-2'-deoxy-2'-fluoroadenosine

생성물 1

HCID 1354155652'-Deoxy-2'-fluoroguanosine

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
4 °C

실험 절차

2,6-Diamino-9-(2-deoxy-2-fluoro-β-D-ribofuranosyl)-9H-purine (0.20 g, 0.64 mmole), prepared as in Example 6, was dissolved in 15 ml of water. Calf intestinal adenosine deaminase (4 I.U., Boehringer Mannheim) was added and the solution incubated at 37° for 4 days. The solution was cooled to 4° C. After 3 hrs, the suspension was filtered to remove the first batch of product crystals. The volume of the filtrate was reduced under vacuum and the suspension cooled to 4° C. The suspension was filtered to remove the second batch of product crystals. The batches of product crystals were combined, suspended in water and lyophilized to obtain title compound that analyzed as a 1.3 hydrate.

후처리

  1. waitAfter 3 hrs
  2. filtrationthe suspension was filtered
  3. customto remove the first batch of product crystals
  4. temperaturethe suspension cooled to 4° C
  5. filtrationThe suspension was filtered
  6. customto remove the second batch of product crystals

출처 및 근거

ORD 기록
ord-7aa613c29b004721978c946d018d6d83
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05420115

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