Formic Acid → 9-(4-Hydroxy-2-(hydroxymethyl)butyl)guanine

HRID 2256821ノート

反応式

HRID 2256821 の反応式
[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH2:11][CH:12]([CH2:15][CH2:16][OH:17])[CH2:13][OH:14])=[C:4](Cl)[N:3]=1.C(O)=[O:20]>>[OH:17][CH2:16][CH2:15][CH:12]([CH2:13][OH:14])[CH2:11][N:8]1[CH:7]=[N:6][C:5]2[C:4](=[O:20])[NH:3][C:2]([NH2:1])=[N:10][C:9]1=2

参加物

3

反応物 2

HCID 284Formic AcidHCID 19027588(-)-2-(2-Amino-6-chloropurin-9-ylmethyl)-1,4-butanediol

生成物 1

HCID 1354364559-(4-Hydroxy-2-(hydroxymethyl)butyl)guanine収率 60%

実験手順

A solution of (-)-2-(2-amino-6-chlorpurin-9-ylmethyl)-1,4-butanediol (11.5 mg, 0.0423 mmol) in 50% aqueous formic acid (0.75 ml) was kept at 100° C./2 h and then evaporated to dryness, dissolved in 2 ml of water and lyophilized. The product was dissolved in 1 ml of water, 2 drops of conc. aqueous ammonia was added and the solution kept at 100° C. for 10 min, flushed with nitrogen to remove ammonia, and lyophilized. The residue was dissolved by warming with 1.2 ml of 20% aqueous methanol and the solution filtered and kept in open air to allow for slow partial evaporization of solvent. Crystalline needles were formed. Filtration, washing with 3 drops of water and drying yielded 6.4 mg (60%) of (-)-9-(4hydroxy-2-hydroxymethylbutyl)guanine.

後処理

  1. customwas kept at 100° C.
  2. custom2 h
  3. customevaporated to dryness
  4. dissolutiondissolved in 2 ml of water
  5. dissolutionThe product was dissolved in 1 ml of water
  6. addition2 drops of conc. aqueous ammonia was added
  7. customflushed with nitrogen
  8. customto remove ammonia
  9. dissolutionThe residue was dissolved
  10. temperatureby warming with 1.2 ml of 20% aqueous methanol
  11. filtrationthe solution filtered
  12. customCrystalline needles were formed
  13. filtrationFiltration
  14. washwashing with 3 drops of water
  15. customdrying

出典と根拠

ORDレコード
ord-42fe1e3d3ea044e0af3784465bcba4dc
出典データセット
uspto-grants-1997_08
特許番号
US05656617

反応ノート

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