(2R,3R,4R,5S)-4,5-bis(Acetoxy)-2-(5-ethyl-1,2,4-oxadiazol-3-yl)tetrahydro-3-furanyl Acetate → (2R,3R,4R,5R)-4-(Acetyloxy)-2-(6-[(2,2-diphenylethyl)amino]-2-{[(isobutylsulphonyl)amino]methyl}9H-purin-9-yl)-5-(5-ethyl-1,2,4-oxadiazol-3-yl)tetrahydro-3-furanyl acetate

HRID 1168308Notes

Reaction equation

HRID 1168308 reaction equation
Cl.[C:2]1([CH:8]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH2:9][NH:10][C:11]2[N:19]=[C:18]([CH2:20][NH:21][S:22]([CH2:25][CH:26]([CH3:28])[CH3:27])(=[O:24])=[O:23])[N:17]=[C:16]3[C:12]=2[N:13]=[CH:14][NH:15]3)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:35]([O:38][C@H:39]1[C@@H:43]([O:44][C:45](=[O:47])[CH3:46])[C@H:42](OC(=O)C)[O:41][C@@H:40]1[C:52]1[N:56]=[C:55]([CH2:57][CH3:58])[O:54][N:53]=1)(=[O:37])[CH3:36]>>[C:45]([O:44][C@@H:43]1[C@H:39]([O:38][C:35](=[O:37])[CH3:36])[C@@H:40]([C:52]2[N:56]=[C:55]([CH2:57][CH3:58])[O:54][N:53]=2)[O:41][C@H:42]1[N:15]1[CH:14]=[N:13][C:12]2[C:16]1=[N:17][C:18]([CH2:20][NH:21][S:22]([CH2:25][CH:26]([CH3:28])[CH3:27])(=[O:23])=[O:24])=[N:19][C:11]=2[NH:10][CH2:9][CH:8]([C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1)(=[O:47])[CH3:46]

Participants

3

Reactant 2

HCID 59094504(2R,3R,4R,5S)-4,5-bis(Acetoxy)-2-(5-ethyl-1,2,4-oxadiazol-3-yl)tetrahydro-3-furanyl AcetateHCID 178455636HCID 178455636, compound

Product 1

HCID 59094533(2R,3R,4R,5R)-4-(Acetyloxy)-2-(6-[(2,2-diphenylethyl)amino]-2-{[(isobutylsulphonyl)amino]methyl}9H-purin-9-yl)-5-(5-ethyl-1,2,4-oxadiazol-3-yl)tetrahydro-3-furanyl acetate

Procedure

Prepared by the same method as Preparation 26 from N-({6-[(2,2-diphenylethyl)amino]-9H-purin-2-yl}methyl)-2-methyl-1-propanesulphonamide hydrochloride (Preparation 8) and (2R,3R,4R,5S)-4,5-bis(acetoxy)-2-(5-ethyl-1,2,4-oxadiazol-3-yl)tetrahydro-3-furanyl acetate (Preparation 38).

Sources & evidence

ORD record
ord-185ef5d8f7ca4f5b911c90faa8a3dcab
Source dataset
uspto-grants-2003_09
Patent number
US06624158B2

Reaction notes

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