Methane → HCID 135520093, compound

HRID 858169Notes

Reaction equation

HRID 858169 reaction equation
[C@H:1]1([N:10]2[CH:18]=[N:17][C:16]3[C:11]2=[N:12][C:13]([NH2:20])=[N:14][C:15]=3N)[S:7][C@@H:6]([CH2:8][OH:9])[C@@H:4]([OH:5])[C@@H:2]1[OH:3].[C@@H]1(N2C3N=CN=C(N)C=3N=C2)O[C@H](CO)[C@@H](O)[C@H]1[OH:23].C>O>[C@H:1]1([N:10]2[CH:18]=[N:17][C:16]3[C:15](=[O:23])[NH:14][C:13]([NH2:20])=[N:12][C:11]2=3)[S:7][C@@H:6]([CH2:8][OH:9])[C@@H:4]([OH:5])[C@@H:2]1[OH:3]

Participants

5

Reactant 3

HCID 297MethaneHCID 60961AdenosineHCID 11500363HCID 11500363, compound

Product 1

HCID 135520093HCID 135520093, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To a solution of 12β (50 mg, 0.17 mmol) in 20 mL of water was added 100 units of adenosine deaminase type VIII (40 μL). The reaction was stirred for 72 hours, the solution was boiled for 3 min to deactivate the enzyme, and the suspension was treated with charcoal and filtered through Celite. The filtrate was concentrated to give gelatinous 13 which was dissolved in hot water (4 mL) and filtered through 0.45 μm filter (25 mm, Gelman Acrodisc GHP-GF). The clear filtrate was lyophilized to provide 13 as a fluffy white solid which was crystallized from water (20 mg, 40%): TLC, 3:1:0.1 CHCl3-MeOH—NH4OH, Rf 0.40; m.p. 260; MS 300 (M+H)+.

Workup

  1. waitthe solution was boiled for 3 min
  2. filtrationfiltered through Celite
  3. concentrationThe filtrate was concentrated
  4. customto give gelatinous 13 which
  5. filtrationfiltered through 0.45 μm
  6. filtrationfilter (25 mm, Gelman Acrodisc GHP-GF)

Sources & evidence

ORD record
ord-b7ce2bec908b4a259dc45acef9731fd3
Source dataset
uspto-grants-2006_12
Patent number
US07148223B2

Reaction notes

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