Adenosine → HCID 178508240, compound

HRID 2307834Notes

Reaction equation

[NH2:1][C:2]1[N:3]([C:12]2[N:13]=[CH:14][N:15]=[C:16](N)[C:17]=2[N:18]=1)[C@@H:4]1[O:11][C@H:8]([CH2:9][OH:10])[C@@H:6]([OH:7])[CH2:5]1.[C@@H]1(N2C3N=CN=C(N)C=3N=C2)O[C@H](CO)[C@@H](O)[C@H]1[OH:22]>P([O-])([O-])([O-])=O.[Na+].[Na+].[Na+]>[NH2:1][C:2]1[N:3]([C:12]2[N:13]=[CH:14][N:15]=[C:16]([OH:22])[C:17]=2[N:18]=1)[C@@H:4]1[O:11][C@H:8]([CH2:9][OH:10])[C@@H:6]([OH:7])[CH2:5]1

Participants

Conditions

Temperature: 37 °C

Procedure

In a round-bottom flask 2 g (7.5 mmol) of 8-amino-2′-deoxyadenosine (Long R. A. et al ref. 36 and Example 2) were dissolved with 150 ml of 0.1 M aqueous sodium phosphate buffer (pH 7.5). Adenosine deaminase (150 mg of crude powder from calf intestinal mucosa) was added. The resulting solution was stirred at 37° C. for 72 hrs. A precipitate was formed that was the desired product. Completion of the reaction was checked by TLC (ethanol/dichloromethane 1:4). It was observed the disappearance of the starting material to produce a more polar compound. The precipitate was filtered yielding 1.8 g (6.7 mmol, 89% yield) of 8-amino-2′-deoxyinosine.

Workup

customA precipitate was formed

Sources & evidence

ORD record: ord-cc7a4b200c2b48d2a97b141e6d7517d4
Source dataset: uspto-grants-2004_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06831072B2

Reaction notes

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