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

HRID 1168304Notes

Reaction equation

HRID 1168304 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:71]=[CH:70][N:69]([CH2:72][CH3:73])[N:68]=2)[O:45]1)(=O)C1C=CC=CC=1.C(O[C@H]1[C@H](OC(=O)C2C=CC=CC=2)[C@H](OC(=O)C2C=CC=CC=2)[C@@H](C2N=CN(CC)N=2)O1)(=O)C1C=CC=CC=1>>[C:50]([O:49][C@@H:48]1[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:71]=[CH:70][N:69]([CH2:72][CH3:73])[N:68]=2)[O:45][C@H:44]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:57])[C:51]1[CH:52]=[CH:53][CH:54]=[CH:55][CH:56]=1

Participants

4

Reactant 3

HCID 69978050(2S,3R,4R,5R)-3,4-bis(benzoyloxy)-5-(1-ethyl-1H-1,2,4-triazol-3-yl)tetrahydro-2-furanyl benzoateHCID 69978912(2R,3R,4R,5R)-3,4-bis(benzoyloxy)-5-(1-ethyl-1H-1,2,4-triazol-3-yl)tetrahydro-2-furanyl benzoateHCID 178455636HCID 178455636, compound

Product 1

HCID 59094527(2R,3R,4R,5R)-4-(Benzoyloxy)-2-(6-[(2,2-diphenylethyl)amino]-2-{[(isobutylsulphonyl)amino]methyl}-9H-purin-9-yl)-5-(1-ethyl-1H-1,2,4-triazol-3-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 a mixture of (2R,3R,4R,5R)-3,4-bis(benzoyloxy)-5-(1-ethyl-1H-1,2,4-triazol-3-yl)tetrahydro-2-furanyl benzoate and (2S,3R,4R,5R)-3,4-bis(benzoyloxy)-5-(1-ethyl-1H-1,2,4-triazol-3-yl)tetrahydro-2-furanyl benzoate (Preparation 22).

Sources & evidence

ORD record
ord-dea37c32969c4a73b601875256a5a68d
Source dataset
uspto-grants-2003_09
Patent number
US06624158B2

Reaction notes

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