Hydrochloric Acid → 9-[4-Hydroxy-2-(hydroxymethyl)butyl]guanine hydrochloride

HRID 2291850Notes

Reaction equation

HRID 2291850 reaction equation
[OH:1][CH2:2][CH2:3][CH:4]([CH2:17][OH:18])[CH2:5][N:6]1[CH:14]=[N:13][C:12]2[C:11](=[O:15])[NH:10][C:9]([NH2:16])=[N:8][C:7]1=2.C(OCC(COCC1C=CC=CC=1)CCO)C1C=CC=CC=1.[ClH:41]>C(O)C>[ClH:41].[OH:1][CH2:2][CH2:3][CH:4]([CH2:17][OH:18])[CH2:5][N:6]1[CH:14]=[N:13][C:12]2[C:11](=[O:15])[NH:10][C:9]([NH2:16])=[N:8][C:7]1=2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 5622184-Benzyloxy-3-benzyloxymethylbutanolHCID 1354364559-(4-Hydroxy-2-(hydroxymethyl)butyl)guanine

Product 1

HCID 1363428389-[4-Hydroxy-2-(hydroxymethyl)butyl]guanine hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolCatalyst

Procedure

9-[4-Hydroxy-2-(hydroxymethyl)butyl]guanine (46 mg; Example 1) was dissolved in 0.4 ml of 1M aqueous hydrochloric acid and the solution was lyophilized (0.1 mm Hg) over-night. The residue (53 mg, quantitive yield) was dissolved in a few drops of warm ethanol and precipitated with several volumes of tetrahydrofuran to yield a white, crystalline product. M.p. ~85° C. (d).

Workup

  1. customThe residue (53 mg, quantitive yield)
  2. customprecipitated with several volumes of tetrahydrofuran
  3. customto yield a white, crystalline product

Sources & evidence

ORD record
ord-2795d2dbb53c4c52a4dd1ffad878c628
Source dataset
uspto-grants-1989_01
Patent number
US04798833

Reaction notes

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