HCID 13845546, compound → HCID 66765802, compound

HRID 556777Notes

Reaction equation

HRID 556777 reaction equation
C([O:8][C@@H:9]1[C@@H:14]([O:15]CC2C=CC=CC=2)[C@H:13]([O:23]CC2C=CC=CC=2)[C@@H:12]([CH2:31][O:32]CC2C=CC=CC=2)[O:11][C@H:10]1[C:40]1[CH:45]=[CH:44][C:43]([O:46][CH3:47])=[CH:42][C:41]=1[O:48][CH3:49])C1C=CC=CC=1>CO.O1CCCC1.[C].[Pd]>[CH3:49][O:48][C:41]1[CH:42]=[C:43]([O:46][CH3:47])[CH:44]=[CH:45][C:40]=1[C@@H:10]1[O:11][C@H:12]([CH2:31][OH:32])[C@@H:13]([OH:23])[C@H:14]([OH:15])[C@H:9]1[OH:8]

Participants

5

Reactant 1

HCID 13845546HCID 13845546, compound

Product 1

HCID 66765802HCID 66765802, compoundYield 94%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 1-deoxy-2,3,4,6-tetra-O-benzyl-1-(2,4-dimethoxyphenyl)-β-D-glucopyranose (1.1 g) in methanol (10 mL) and tetrahydrofuran (5 mL) was added 10% palladium-carbon powder (0.50 g), and the mixture was stirred at room temperature for 5 hours under a hydrogen atmosphere. The insoluble material was removed by filtration, and the solvent of the filtrate was removed under reduced pressure to give the title compound (0.47 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-2fbb07de4c264fee8b6a0f53f1c9f24d
Source dataset
uspto-grants-2011_11
Patent number
US08058245B2

Reaction notes

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