(2S,3R,4R, 5R)-3,4-bis(benzoyloxy)-5-(1-ethyl-1H-1,2,3-triazol-4-yl)tetrahydro-2-furanyl benzoate → (2R,3R,4R,5R)-4-(Benzoyloxy)-5-(6-[(2,2-diphenylethyl)amino]-2-{[(isobutylsulphonyl)amino]methyl}-9H-purin-9-yl)-2-(1-ethyl-1H-1,2,3-triazol-4-yl)tetrahydro-3-furanyl benzoate

HRID 1168309Notes

Reaction equation

HRID 1168309 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(O[C@H:44]1[C@H:48]([O:49][C:50](=[O:57])[C:51]2[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=2)[C@H:47]([O:58][C:59](=[O:66])[C:60]2[CH:65]=[CH:64][CH:63]=[CH:62][CH:61]=2)[C@@H:46]([C:67]2[N:68]=[N:69][N:70]([CH2:72][CH3:73])[CH:71]=2)[O:45]1)(=O)C1C=CC=CC=1>>[C:59]([O:58][C@H:47]1[C@@H:48]([O:49][C:50](=[O:57])[C:51]2[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=2)[C@H:44]([N:15]2[CH:14]=[N:13][C:12]3[C:16]2=[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]=3[NH:10][CH2:9][CH:8]([C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)[O:45][C@@H:46]1[C:67]1[N:68]=[N:69][N:70]([CH2:72][CH3:73])[CH:71]=1)(=[O:66])[C:60]1[CH:61]=[CH:62][CH:63]=[CH:64][CH:65]=1

Participants

3

Reactant 2

HCID 59094505(2S,3R,4R, 5R)-3,4-bis(benzoyloxy)-5-(1-ethyl-1H-1,2,3-triazol-4-yl)tetrahydro-2-furanyl benzoateHCID 178455636HCID 178455636, compound

Product 1

HCID 59094540(2R,3R,4R,5R)-4-(Benzoyloxy)-5-(6-[(2,2-diphenylethyl)amino]-2-{[(isobutylsulphonyl)amino]methyl}-9H-purin-9-yl)-2-(1-ethyl-1H-1,2,3-triazol-4-yl)tetrahydro-3-furanyl benzoate

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 (2S,3R,4R, 5R)-3,4-bis(benzoyloxy)-5-(1-ethyl-1H-1,2,3-triazol-4-yl)tetrahydro-2-furanyl benzoate (Preparation 25).

Sources & evidence

ORD record
ord-fe6e357ea9c947bfa1cb563f03268e0e
Source dataset
uspto-grants-2003_09
Patent number
US06624158B2

Reaction notes

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