Ammonia → 5-Bromo-2'-deoxyuridine

HRID 847440

反応式

HRID 847440 の反応式
N([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.C(Cl)(Cl)Cl.CO>N1C=CC=CC=1.C1(C)C=CC(S(O)(=O)=O)=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

参加物

7

反応物 4

HCID 222AmmoniaHCID 11776TriphenylphosphineHCID 21584188Chloroform methanolHCID 544499215'-Azido-5-bromo-2'-deoxyuridine

生成物 1

HCID 60355-Bromo-2'-deoxyuridine

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 6101p-Toluenesulfonic acid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 chloroform/ methanol containing one equivalent of p-toluene sulfonic acid, and this solution is added to hexanes. The 5'-amino-5-bromo-2'-deoxyuridine precipitate is collected and dried.

後処理

  1. customAfter 14 h the solvent is removed under vacuum
  2. customThe 5'-amino-5-bromo-2'-deoxyuridine precipitate is collected
  3. customdried

出典と根拠

ORDレコード
ord-3ebc1fb9652a4613aadd82a2a585249c
出典データセット
uspto-grants-1992_08
特許番号
US05142047

関連ノート

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