Potassium Carbonate → HCID 135422899, compound

HRID 1376482Notes

Reaction equation

HRID 1376482 reaction equation
C([O:4][CH2:5][C@@H:6]1[CH2:11][CH2:10][CH2:9][CH2:8][C@@H:7]1[CH2:12][N:13]1[CH:21]=[N:20][C:19]2[C:18](=[O:22])[NH:17][C:16]([NH2:23])=[N:15][C:14]1=2)(=O)C.C(=O)([O-])[O-].[K+].[K+]>CO>[OH:4][CH2:5][C@@H:6]1[CH2:11][CH2:10][CH2:9][CH2:8][C@@H:7]1[CH2:12][N:13]1[CH:21]=[N:20][C:19]2[C:18](=[O:22])[NH:17][C:16]([NH2:23])=[N:15][C:14]1=2

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 136395916HCID 136395916, compound

Product 1

HCID 135422899HCID 135422899, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 9-{[1(R)-acetoxymethyl-2(S)-cyclohexyl]methyl}guanine (0.75 mmol), aqueous methanol (2 mL) and potassium carbonate (3 eq) were stirred at room temperature for 3 hours. The reaction was concentrated and the desired compound purified by silica gel chromatography (chloroform:methanol:water 90:10:1). 1HNMR (500 mHz, d6 -DMSO); 10.44 ppm (bs, 1H); 7.66 (s, 1H); 6.39 (bs, 2H); 4.46 (t, 2H); 3.90 (m, 2H), 3.55-3.30 (m, 2H, partially obscured by water); 2.18 (m, 1H); 1.8-1.1 (m, 9H).

Workup

  1. concentrationThe reaction was concentrated
  2. customthe desired compound purified by silica gel chromatography (chloroform:methanol:water 90:10:1)

Sources & evidence

ORD record
ord-b9c846eaf4b041319008c4945cd7459e
Source dataset
uspto-grants-1997_09
Patent number
US05663175

Reaction notes

Loading…