HCID 57432834、化合物 → (2S,3S,4R,5S)-2-(6-Amino-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol

HRID 744166ノート

反応式

HRID 744166 の反応式
C([O:9][C@H:10]1[C@@H:14]([O:15]C(=O)C2C=CC=CC=2)[C@H:13]([CH2:24][O:25]C(=O)C2C=CC=CC=2)[O:12][C@@H:11]1[N:34]1[CH:42]=[N:41][C:40]2[C:35]1=[N:36][CH:37]=[N:38][C:39]=2Cl)(=O)C1C=CC=CC=1.COCCOC.[NH3:50]>N.CO>[C@H:11]1([N:34]2[CH:42]=[N:41][C:40]3[C:35]2=[N:36][CH:37]=[N:38][C:39]=3[NH2:50])[O:12][C@@H:13]([CH2:24][OH:25])[C@H:14]([OH:15])[C@@H:10]1[OH:9]

参加物

4

反応物 2

HCID 57432834HCID 57432834、化合物HCID 86749850[(2S,3S,4S,5S)-3,4-dibenzoyloxy-5-(6-chloropurin-9-yl)oxolan-2-yl]methyl benzoate

生成物 1

HCID 448374(2S,3S,4R,5S)-2-(6-Amino-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol収率 67%

試薬・触媒・溶媒 1

HCID 21705897Ammonia methanol溶媒

実験手順

A solution of 9 (1.00 g) in DME/NH3 (50 ml) was heated at 80° C. in a steel bomb for 24 hours. After cooling, the solvent was evaporated and the solid obtained was stirred in NH3 /MeOH (100 ml) overnight. After the evaporation of the solvent, the residue was dissolved in water (50 ml), washed with CHCl3 (2×25 ml) and ether (2×25 ml). The water layer was evaporated and the residue crystallized from water to give pure 10 (0.30 g, 67%) as white crystals: m.p. 225° C. (dec).

後処理

  1. temperatureAfter cooling
  2. customthe solvent was evaporated
  3. customthe solid obtained
  4. customAfter the evaporation of the solvent
  5. dissolutionthe residue was dissolved in water (50 ml)
  6. washwashed with CHCl3 (2×25 ml) and ether (2×25 ml)
  7. customThe water layer was evaporated
  8. customthe residue crystallized from water

出典と根拠

ORDレコード
ord-e2a5092893a747d8a148475980ac4abc
出典データセット
uspto-grants-1996_09
特許番号
US05559101

反応ノート

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