alpha-D-Glucopyranosyl bromide, tetraacetate → HCID 68538843, compound

HRID 1442418Notes

Reaction equation

HRID 1442418 reaction equation
[CH2:1]([O:8][C:9]([CH2:11][CH2:12][O:13][C:14]1[CH:19]=[CH:18][C:17]([CH2:20][C:21]2[C:22](=[O:29])[NH:23][NH:24][C:25]=2[CH:26]([CH3:28])[CH3:27])=[CH:16][CH:15]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:30][C:31]([O:33][CH2:34][C@H:35]1[O:40][C@H:39](Br)[C@H:38]([O:42][C:43]([CH3:45])=[O:44])[C@@H:37]([O:46][C:47]([CH3:49])=[O:48])[C@H:36]1[O:50][C:51]([CH3:53])=[O:52])=[O:32].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:43]([O:42][C@@H:38]1[C@@H:37]([O:46][C:47](=[O:48])[CH3:49])[C@@H:36]([O:50][C:51](=[O:52])[CH3:53])[C@@H:35]([CH2:34][O:33][C:31](=[O:32])[CH3:30])[O:40][C@H:39]1[O:29][C:22]1[C:21]([CH2:20][C:17]2[CH:16]=[CH:15][C:14]([O:13][CH2:12][CH2:11][C:9]([O:8][CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[O:10])=[CH:19][CH:18]=2)=[C:25]([CH:26]([CH3:27])[CH3:28])[NH:24][N:23]=1)(=[O:44])[CH3:45]

Participants

4

Reactant 3

HCID 101776alpha-D-Glucopyranosyl bromide, tetraacetateHCID 2734143alpha-AcetobromogalactoseHCID 685382414-({4-[2-(Benzyl-oxycarbonyl)ethoxy]phenyl}methyl)-1,2-dihydro-5-isopropyl-3h-pyrazol-3-one

Product 1

HCID 68538843HCID 68538843, compound

Procedure

The title compound was prepared in a similar manner to that described in Reference Example 12 using 4-({4-[2-(benzyl-oxycarbonyl)ethoxy]phenyl}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-7a184cec278f423a82e67d90fb220ca0
Source dataset
uspto-grants-2010_02
Patent number
US07655632B2

Reaction notes

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