Reaktion #217754

ord-a0e43271504b45deb4ae94f6ab76b361

Reaktionsgleichung

Nc1nc(N)c2ncn([C@@H]3OC[C@@H](O)[C@@H](O)[C@@]3(O)F)c2n1
2,6-Diamino-9-(2-fluoro-β-D-arabinosyl)purine
Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O
adenosine
Nc1nc2c(ncn2[C@@H]2OC[C@@H](O)[C@@H](O)[C@@]2(O)F)c(=O)[nH]1
title compound
Ausbeute 100.0%
Nc1nc2c(ncn2[C@@H]2OC[C@@H](O)[C@@H](O)[C@@]2(O)F)c(=O)[nH]1
9-(2-Fluoro-β-D-arabinosyl)guanine
Ausbeute 100.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe resultant reaction mixture
  2. 2
    Filtrationwas subjected to filtration by use of a membrane
  3. 3
    Filtrationfilter (PTFE, 0.5 μm)
  4. 4
    Sonstigethe filtrate was prepared into 60 mL of an aqueous solution
  5. 5
    SonstigeThe aqueous solution was purified by means of reverse-phase ODS column chromatography (80 mL, 0 to 2% aqueous acetonitrile)

Vorschrift

2,6-Diamino-9-(2-fluoro-β-D-arabinosyl)purine (61.2 mg, 0.21 mmol) was dissolved in 50 mM Tris-HCl buffer solution (20 mL, pH 7.0), and adenosine deaminase (71 units) was added to the resultant solution, followed by stirring at room temperature for 1.5 hours. The resultant reaction mixture was subjected to filtration by use of a membrane filter (PTFE, 0.5 μm), and the filtrate was prepared into 60 mL of an aqueous solution. The aqueous solution was purified by means of reverse-phase ODS column chromatography (80 mL, 0 to 2% aqueous acetonitrile), to thereby yield 60.4 mg of the title compound as colorless crystals (yield: 100%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07381820B2uspto-grants-2008_06