تفاعل #65346

ord-7aa613c29b004721978c946d018d6d83

معادلة التفاعل

Nc1nc(N)c2ncn([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3F)c2n1
2,6-Diamino-9-(2-deoxy-2-fluoro-β-D-ribofuranosyl)-9H-purine
Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O
adenosine
→
Nc1nc2c(ncn2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2F)c(=O)[nH]1
title compound
Nc1nc2c(ncn2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2F)c(=O)[nH]1
9-(2-Deoxy-2-fluoro-β-D-ribofuranosyl)guanine

المتفاعلات

Nc1nc(N)c2ncn([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3F)c2n1
2,6-Diamino-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

درجة الحرارة
4°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.WAITAfter 3 hrs
  2. 2
    ترشيحthe suspension was filtered
  3. 3
    أخرىto remove the first batch of product crystals
  4. 4
    درجة الحرارةthe suspension cooled to 4° C
  5. 5
    ترشيحThe suspension was filtered
  6. 6
    أخرىto remove the second batch of product crystals

الإجراء التجريبي

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.

المصدر

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