(2R,3R,4R,5R)-4-(Benzoyloxy)-5-[2-cyano-6-(phenethylamino)-9H-purin-9-yl]-2-(methoxymethyl)tetrahydro-3-furanyl benzoate → 9-[(2R,3R,4S,5R)-3,4-Dihydroxy-5-(methoxymethyl)tetrahydro-2-furanyl]-6-(phenethylamino)-9H-purine-2-carbonitrile

HRID 2268432ノート

反応式

HRID 2268432 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]([N:24]2[CH:32]=[N:31][C:30]3[C:25]2=[N:26][C:27]([C:42]#[N:43])=[N:28][C:29]=3[NH:33][CH2:34][CH2:35][C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)[O:12][C@@H:11]1[CH2:44][O:45][CH3:46])(=O)C1C=CC=CC=1>N>[OH:15][C@@H:14]1[C@H:10]([OH:9])[C@@H:11]([CH2:44][O:45][CH3:46])[O:12][C@H:13]1[N:24]1[CH:32]=[N:31][C:30]2[C:25]1=[N:26][C:27]([C:42]#[N:43])=[N:28][C:29]=2[NH:33][CH2:34][CH2:35][C:36]1[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=1

参加物

3

反応物 1

HCID 59975283(2R,3R,4R,5R)-4-(Benzoyloxy)-5-[2-cyano-6-(phenethylamino)-9H-purin-9-yl]-2-(methoxymethyl)tetrahydro-3-furanyl benzoate

生成物 1

HCID 599752979-[(2R,3R,4S,5R)-3,4-Dihydroxy-5-(methoxymethyl)tetrahydro-2-furanyl]-6-(phenethylamino)-9H-purine-2-carbonitrile

試薬・触媒・溶媒 1

HCID 222Ammonia溶媒2 回

実験手順

(2R,3R,4R,5R)-4-(Benzoyloxy)-5-[2-cyano-6-(phenethylamino)-9H-purin-9-yl]-2-(methoxymethyl)tetrahydro-3-furanyl benzoate (8.0 g, 19.5 mmol) (preparation 46) was dissolved in a saturated ethanolic solution of ammonia (300 ml). The solution was allowed to stand at room temperature for 24 hr, then re-saturated with ammonia gas and allowed to stand for a further 48 hr. The solvent was then removed under reduced pressure and dichloromethane added to the residue. The dichloromethane was then removed under reduced pressure and more dichloromethane (50 ml) added. The insoluble material was filtered off and dried. This was found to be the title compound (3.1 g) which was a solid.

後処理

  1. waitto stand for a further 48 hr
  2. customThe solvent was then removed under reduced pressure and dichloromethane
  3. additionadded to the residue
  4. customThe dichloromethane was then removed under reduced pressure and more dichloromethane (50 ml)
  5. additionadded
  6. filtrationThe insoluble material was filtered off
  7. customdried

出典と根拠

ORDレコード
ord-075fffd2423d4a22a278dc5973ee89f8
出典データセット
uspto-grants-2001_12
特許番号
US06326359B1

反応ノート

読み込み中…