alpha-D-Glucopyranosyl bromide, tetraacetate → HCID 68539207, compound

HRID 1442447Notes

Reaction equation

HRID 1442447 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][C:16]2[C:17](=[O:24])[NH:18][NH:19][C:20]=2[CH:21]([CH3:23])[CH3:22])=[C:11]([CH3:25])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:26][C:27]([O:29][CH2:30][C@H:31]1[O:36][C@H:35](Br)[C@H:34]([O:38][C:39]([CH3:41])=[O:40])[C@@H:33]([O:42][C:43]([CH3:45])=[O:44])[C@H:32]1[O:46][C:47]([CH3:49])=[O:48])=[O:28].CC(OC[C@H]1O[C@H](Br)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O)=O>>[C:39]([O:38][C@@H:34]1[C@@H:33]([O:42][C:43](=[O:44])[CH3:45])[C@@H:32]([O:46][C:47](=[O:48])[CH3:49])[C@@H:31]([CH2:30][O:29][C:27](=[O:28])[CH3:26])[O:36][C@H:35]1[O:24][C:17]1[C:16]([CH2:15][C:12]2[CH:13]=[CH:14][C:9]([O:8][CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)=[CH:10][C:11]=2[CH3:25])=[C:20]([CH:21]([CH3:22])[CH3:23])[NH:19][N:18]=1)(=[O:40])[CH3:41]

Participants

4

Reactant 3

HCID 101776alpha-D-Glucopyranosyl bromide, tetraacetateHCID 2734143alpha-AcetobromogalactoseHCID 673510774-[(4-benzyloxy-2-methylphenyl)methyl]-1,2-dihydro-5-isopropyl-3H-pyrazol-3-one

Product 1

HCID 68539207HCID 68539207, compound

Procedure

The title compound was prepared in a similar manner to that described in Reference Example 12 using 4-[(4-benzyloxy-2-methylphenyl)methyl]-1,2-dihydro-5-isopropyl-3H-pyrazol-3-one and acetobromo-α-D-galactose instead of 4-{[4-(2-benzyloxycarbonyl-2-methylpropoxy)phenyl]methyl}-1,2-dihydro-5-isopropyl-3H-pyrazol-3-one and acetobromo-α-D-glucose, respectively.

Sources & evidence

ORD record
ord-26d552ee975e4df7afc74d15b1091cd0
Source dataset
uspto-grants-2010_02
Patent number
US07655632B2

Reaction notes

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