تفاعل #65357

ord-24624ba4ad42404e88c2b51eb4f0dcd5

معادلة التفاعل

Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1F
6-Amino-9-(2-deoxy-2-fluoro-β-D-ribofuranosyl)-9H-purine
Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O
adenosine
→
O=c1[nH]cnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1F
title compound
O=c1[nH]cnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1F
9-(2-Deoxy-2-fluoro-β-D-ribofuranosyl)hypoxanthine

المتفاعلات

Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1F
6-Amino-9-(2-deoxy-2-fluoro-β-D-ribofuranosyl)-9H-purine
Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O
adenosine

الكواشف

لا شيء

المذيبات

O
water

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe solvent was removed under vacuum
  2. 2
    workup.DISSOLUTIONThe residue was dissolved in water/n-propanol (7/3)
  3. 3
    أخرىchromatographed on a 5×90 cm column of Sephadex
  4. 4
    أخرىthe solvent removed under vacuum
  5. 5
    workup.DISSOLUTIONThe residue was dissolved in water

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05420115uspto-grants-1995_05