(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 2268432노트

반응식

HRID 2268432 반응식
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

참가 물질

3

반응물 1

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

생성물 1

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

시약·촉매·용매 1

HCID 222Ammonia용매2회

실험 절차

(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.

후처리

  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

출처 및 근거

ORD 기록
ord-075fffd2423d4a22a278dc5973ee89f8
출처 데이터셋
uspto-grants-2001_12
특허 번호
US06326359B1

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