alpha-D-Glucopyranosyl bromide, tetraacetate → HCID 68943177, compound

HRID 1869048Notes

Reaction equation

HRID 1869048 reaction equation
[CH2:1]([O:8][CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]([CH2:17][C:18]2[C:19](=[O:26])[NH:20][NH:21][C:22]=2[CH:23]([CH3:25])[CH3:24])=[CH:13][CH:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:27][C:28]([O:30][CH2:31][C@H:32]1[O:37][C@H:36](Br)[C@H:35]([O:39][C:40]([CH3:42])=[O:41])[C@@H:34]([O:43][C:44]([CH3:46])=[O:45])[C@H:33]1[O:47][C:48]([CH3:50])=[O:49])=[O:29].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:40]([O:39][C@@H:35]1[C@@H:34]([O:43][C:44](=[O:45])[CH3:46])[C@@H:33]([O:47][C:48](=[O:49])[CH3:50])[C@@H:32]([CH2:31][O:30][C:28](=[O:29])[CH3:27])[O:37][C@H:36]1[O:26][C:19]1[C:18]([CH2:17][C:14]2[CH:15]=[CH:16][C:11]([CH2:10][CH2:9][O:8][CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)=[CH:12][CH:13]=2)=[C:22]([CH:23]([CH3:24])[CH3:25])[NH:21][N:20]=1)(=[O:41])[CH3:42]

Participants

4

Reactant 3

HCID 101776alpha-D-Glucopyranosyl bromide, tetraacetateHCID 2734143alpha-AcetobromogalactoseHCID 68943675HCID 68943675, compound

Product 1

HCID 68943177HCID 68943177, compound

Procedure

The title compound was prepared in a similar manner to that described in Reference Example 17 using 4-{[4-(2-benzyloxyethyl)phenyl]methyl}-1,2-dihydro-5-isopropyl-3H-pyrazol-3-one and acetobromo-α-D-galactose instead of 4-{[4-(3-benzyloxypropoxy)phenyl]methyl}-1,2-dihydro-5-isopropyl-3H-pyrazol-3-one and acetobromo-α-D-glucose, respectively.

Sources & evidence

ORD record
ord-d1b173bb9e3a499ebe1780680e740409
Source dataset
uspto-grants-2009_12
Patent number
US07635684B2

Reaction notes

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