(2S,3R,4R,5S)-4,5-bis(acetyloxy)-2-(3-ethyl-5-isoxazolyl)tetrahydro-3-furanyl acetate → (2R,3R,4R,5S)-4-(Acetyloxy)-2-[6-[(2,2-diphenylethyl)amino]-2-({[2-(1-piperidinyl)ethyl]amino}carbonyl)-9H-purin-9-yl]-5-(3-ethyl-5-isoxazolyl)tetrahydro-3-furanyl acetate
Reaction equation
[C:1]1([CH:7]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH2:8][NH:9][C:10]2[N:18]=[C:17]([C:19]([NH:21][CH2:22][CH2:23][N:24]3[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]3)=[O:20])[N:16]=[C:15]3[C:11]=2[N:12]=[CH:13][NH:14]3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:36]([O:39][C@H:40]1[C@@H:44]([O:45][C:46](=[O:48])[CH3:47])[C@@H:43](OC(=O)C)[O:42][C@@H:41]1[C:53]1[O:57][N:56]=[C:55]([CH2:58][CH3:59])[CH:54]=1)(=[O:38])[CH3:37].C(O[C@H]1[C@@H](OC(=O)C)[C@H](OC(=O)C)O[C@@H]1C1ON=C(CC)C=1)(=O)C>>[C:46]([O:45][C@@H:44]1[C@H:40]([O:39][C:36](=[O:38])[CH3:37])[C@@H:41]([C:53]2[O:57][N:56]=[C:55]([CH2:58][CH3:59])[CH:54]=2)[O:42][C@H:43]1[N:14]1[CH:13]=[N:12][C:11]2[C:15]1=[N:16][C:17]([C:19]([NH:21][CH2:22][CH2:23][N:24]1[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1)=[O:20])=[N:18][C:10]=2[NH:9][CH2:8][CH:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)(=[O:48])[CH3:47]Participants
4
Reactant 3
Product 1
Procedure
Prepared by the same method as Preparation 27 from 6-[(2,2-diphenylethyl)amino]-N-[2-(1-piperidinyl)ethyl]-9H-purine-2-carboxamide (Preparation 11) and a mixture of (2S,3R,4R,5R)-4,5-bis(acetyloxy)-2-(3-ethyl-5-isoxazolyl)tetrahydro-3-furanyl acetate and (2S,3R,4R,5S)-4,5-bis(acetyloxy)-2-(3-ethyl-5-isoxazolyl)tetrahydro-3-furanyl acetate (WO-A-9967262).
Sources & evidence
- ORD record
- ord-a361955e02b54e38942a273a8a2fbbf0
- Source dataset
- uspto-grants-2003_09
- Patent number
- US06624158B2
Reaction notes
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