HCID 86751036, compound → HCID 57109561, compound

HRID 2287499Notes

Reaction equation

HRID 2287499 reaction equation
[O:1]=[C:2]1[O:6][C@H:5]([C:7]([O:9]CC2C=CC=CC=2)=[O:8])[C@@H:4]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:3]1.[H][H]>C(OCC)(=O)C.[C].[Pd]>[C:20]([O:19][C:17]([C@H:4]1[CH2:3][C:2](=[O:1])[O:6][C@@H:5]1[C:7]([OH:9])=[O:8])=[O:18])([CH3:23])([CH3:21])[CH3:22]

Participants

5

Reactant 2

HCID 86751036HCID 86751036, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 57109561HCID 57109561, compoundYield 95.4%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

6.4 g of 2-benzyl 3-tert-butyl (2S,3S)-5-oxotetrahydrofuran-2,3-dicarboxylate in 80 ml of ethyl acetate was catalytically reduced with 640 mg of a 10% palladium-carbon catalyst at room temperature at atmospheric pressure of hydrogen for 3 hours. The catalyst was filtered off, and the filtrate was evaporated to dryness to give 4.39 g of the title compound as a white solid.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-0543ff19f5544596a41089f5b40a3642
Source dataset
uspto-grants-2000_07
Patent number
US06083985

Reaction notes

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