HCID 57616302, compound → HCID 57616356, compound

HRID 2354299Notes

Reaction equation

HRID 2354299 reaction equation
C([O:8][CH2:9][CH2:10][O:11][C:12]1[CH:39]=[CH:38][C:15]([CH2:16][N:17]2[C:25]3[C:20](=[CH:21][C:22]([CH3:26])=[CH:23][CH:24]=3)[C:19]([C@@H:27]3[O:35][C@H:34]([CH2:36][OH:37])[C@@H:32]([OH:33])[C@H:30]([OH:31])[C@H:28]3[OH:29])=[CH:18]2)=[CH:14][CH:13]=1)C1C=CC=CC=1>CO.C(OCC)(=O)C.[C].[Pd]>[C@@H:27]1([C:19]2[C:20]3[C:25](=[CH:24][CH:23]=[C:22]([CH3:26])[CH:21]=3)[N:17]([CH2:16][C:15]3[CH:14]=[CH:13][C:12]([O:11][CH2:10][CH2:9][OH:8])=[CH:39][CH:38]=3)[CH:18]=2)[O:35][C@H:34]([CH2:36][OH:37])[C@@H:32]([OH:33])[C@H:30]([OH:31])[C@H:28]1[OH:29]

Participants

5

Reactant 1

HCID 57616302HCID 57616302, compound

Product 1

HCID 57616356HCID 57616356, compoundYield 63.9%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

1-{4-[2-(Benzyloxy)ethoxy]benzyl}-3-(β-D-glucopyranosyl)-5-methyl-1H-indole (32 mg) was dissolved in a mixed solvent of methanol (1 mL) and ethyl acetate (2 mL). To the solution was added 10% palladium-carbon powder (10 mg), and the mixture was stirred at room temperature under a hydrogen atmosphere for 1 hour. The insoluble material was removed by filtration, and the solvent was removed under reduced pressure to give the title compound (17 mg).

Workup

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

Sources & evidence

ORD record
ord-e271fe3199fd4f029ae7b447a5af5c92
Source dataset
uspto-grants-2010_07
Patent number
US07750145B2

Reaction notes

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