HCID 57129389, compound → HCID 22012295, compound

HRID 1533270Notes

Reaction equation

HRID 1533270 reaction equation
[O:1]1[C:6]2[CH:7]=[CH:8][C:9]([CH:11]([CH:22]([OH:27])[CH2:23][CH2:24][CH2:25][CH3:26])[C:12]([O:14]CC3C=CC=CC=3)=[O:13])=[CH:10][C:5]=2[O:4][CH2:3][CH2:2]1.[H][H]>CO.[Pd]>[O:1]1[C:6]2[CH:7]=[CH:8][C:9]([CH:11]([CH:22]([OH:27])[CH2:23][CH2:24][CH2:25][CH3:26])[C:12]([OH:14])=[O:13])=[CH:10][C:5]=2[O:4][CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 57129389HCID 57129389, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22012295HCID 22012295, compoundYield 95.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of benzyl (2RS,3RS)-2-(1,4-benzodioxan-6-yl)-3-hydroxyheptanoate (720 mg) in methanol (10 ml) was catalytically reduced with 10% palladium on carbon (100 mg) under 3 atmospheric pressure of hydrogen for 1 hour. The catalyst was removed by filtration and the filtrate was evaporated to afford (2RS,3RS)-2-(1,4-benzodioxan-6-yl)-3-hydroxyheptanoic acid (521 mg).

Workup

  1. customThe catalyst was removed by filtration
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-c4312bbbda724848b09d836d6e5c4705
Source dataset
uspto-grants-2001_03
Patent number
US06207686B1

Reaction notes

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