HCID 90185126, compound → HCID 90184948, compound

HRID 516888Notes

Reaction equation

HRID 516888 reaction equation
[OH:1][C:2]([CH:30]1[CH2:35][CH2:34][O:33][CH2:32][CH2:31]1)([CH:13]([CH:24]1[CH2:29][CH2:28][O:27][CH2:26][CH2:25]1)[C:14]([O:16]CC1C=CC=CC=1)=[O:15])[C:3]([O:5]CC1C=CC=CC=1)=[O:4].[H][H]>C(O)C.[Pd].[C]>[OH:1][C:2]([CH:30]1[CH2:35][CH2:34][O:33][CH2:32][CH2:31]1)([CH:13]([CH:24]1[CH2:25][CH2:26][O:27][CH2:28][CH2:29]1)[C:14]([OH:16])=[O:15])[C:3]([OH:5])=[O:4]

Participants

5

Reactant 2

HCID 90185126HCID 90185126, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 90184948HCID 90184948, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

To a solution of dibenzyl 2-hydroxy-2,3-bis(tetrahydro-2H-pyran-4-yl)succinate (2.0 g, 4.15 mmol) in ethanol (50 ml) was added 10% Pd-carbon (300 mg) under a nitrogen atmosphere. The atmosphere in the system was replaced five times with nitrogen gas and was filled with hydrogen gas, and the system was stirred under a hydrogen atmosphere for 24 hr. The catalyst was collected by filtration through Celite pad and was washed with ethanol. The filtrate was concentrated under reduced pressure to give the title compound as a colorless solid (1.2 g, yield 96%).

Workup

  1. filtrationThe catalyst was collected by filtration through Celite pad
  2. washwas washed with ethanol
  3. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-1372aca070424746a6c94c7cf867550c
Source dataset
uspto-grants-2015_08
Patent number
US09115079B2

Reaction notes

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