Ammonia → 5-Bromo-2'-deoxyuridine

HRID 1587278ノート

反応式

HRID 1587278 の反応式
[N:1]([CH:4]([OH:20])[C@H:5]1[O:9][C@@H:8]([N:10]2[CH:17]=[C:16]([Br:18])[C:14](=[O:15])[NH:13][C:11]2=[O:12])[CH2:7][C@@H:6]1[OH:19])=[N+]=[N-].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N>N1C=CC=CC=1>[Br:18][C:16]1[C:14](=[O:15])[NH:13][C:11](=[O:12])[N:10]([CH:17]=1)[C@@H:8]1[O:9][C@H:5]([CH2:4][OH:20])[C@@H:6]([OH:19])[CH2:7]1.[NH2:1][CH:4]([OH:20])[C@H:5]1[O:9][C@@H:8]([N:10]2[CH:17]=[C:16]([Br:18])[C:14](=[O:15])[NH:13][C:11]2=[O:12])[CH2:7][C@@H:6]1[OH:19]

参加物

6

反応物 3

HCID 222AmmoniaHCID 11776TriphenylphosphineHCID 544499215'-Azido-5-bromo-2'-deoxyuridine

生成物 2

HCID 60355-Bromo-2'-deoxyuridineHCID 538627455'-Amino-5-bromo-2'-deoxyuridine

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

The 5'-azido derivative of 5-bromo-2'-deoxy uridine is prepared via the method described above. The 5'-azido-5-bromo-2'-deoxyuridine (1 mmol) is treated with triphenyl phosphine (1.5 mmol) in pyridine at room temperature for 2 h. Concentrated ammonia (1 ml) is added to the reaction vessel. After 14 h the solvent is removed under vacuum. The residue is dissolved in THF and this solution is added to hexanes. The precipitate is collected and the solid triturated with the appropriate solvent to afford the 5'-amino-5-bromo-2'-deoxyuridine.

後処理

  1. customAfter 14 h the solvent is removed under vacuum
  2. dissolutionThe residue is dissolved in THF
  3. additionthis solution is added to hexanes
  4. customThe precipitate is collected
  5. customthe solid triturated with the appropriate solvent

出典と根拠

ORDレコード
ord-d829be7038bf463ca5d588ce10665c9e
出典データセット
uspto-grants-1993_06
特許番号
US05217866

反応ノート

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