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

HRID 864995노트

반응식

HRID 864995 반응식
[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

참가 물질

3

반응물 2

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

생성물 1

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

실험 절차

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-(4-hydroxy-2-hydroxymethylbutyl)guanine.

후처리

  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

출처 및 근거

ORD 기록
ord-c5c9c43c52cc495480d85b10640eb183
출처 데이터셋
uspto-grants-1996_10
특허 번호
US05565461

반응 노트

불러오는 중…