HCID 68537658, compound → HCID 68540296, compound

HRID 1442385Notes

Reaction equation

HRID 1442385 reaction equation
[C:1]([O:4][C@@H:5]1[C@@H:10]([O:11][C:12](=[O:14])[CH3:13])[C@H:9]([O:15][C:16](=[O:18])[CH3:17])[C@@H:8]([CH2:19][O:20][C:21](=[O:23])[CH3:22])[O:7][C@H:6]1[O:24][C:25]1[C:29]([CH2:30][C:31]2[CH:36]=[CH:35][C:34]([O:37][CH2:38][C:39]([C:42]([O:44]CC3C=CC=CC=3)=[O:43])([CH3:41])[CH3:40])=[CH:33][CH:32]=2)=[C:28]([CH:52]([CH3:54])[CH3:53])[NH:27][N:26]=1)(=[O:3])[CH3:2]>CO.[C].[Pd]>[C:1]([O:4][C@@H:5]1[C@@H:10]([O:11][C:12](=[O:14])[CH3:13])[C@H:9]([O:15][C:16](=[O:18])[CH3:17])[C@@H:8]([CH2:19][O:20][C:21](=[O:23])[CH3:22])[O:7][C@H:6]1[O:24][C:25]1[C:29]([CH2:30][C:31]2[CH:32]=[CH:33][C:34]([O:37][CH2:38][C:39]([C:42]([OH:44])=[O:43])([CH3:41])[CH3:40])=[CH:35][CH:36]=2)=[C:28]([CH:52]([CH3:54])[CH3:53])[NH:27][N:26]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 68537658HCID 68537658, compound

Product 1

HCID 68540296HCID 68540296, compoundYield 101.4%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

3-(2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyloxy)-4-{[4-(2-benzyloxycarbonyl-2-methylpropoxy)phenyl]methyl}-5-isopropy-1H-pyrazole (0.28 g) was dissolved in methanol (6 mL). To the solution was added 10% palladium-carbon powder (54 mg), and the mixture was stirred at room temperature under a hydrogen atmosphere overnight. The insoluble material was removed by filtration, and the solvent of the filtrate was removed under reduced pressure to give the title compound (0.25 g).

Workup

  1. customThe insoluble material was removed by filtration
  2. customthe solvent of the filtrate was removed under reduced pressure

Sources & evidence

ORD record
ord-13451e51060d4386a81ca9720b673960
Source dataset
uspto-grants-2010_02
Patent number
US07655632B2

Reaction notes

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