HCID 68920180, compound → HCID 24969056, compound

HRID 660528Notes

Reaction equation

HRID 660528 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[CH2:14][CH2:15][C:16]1[CH:21]=[CH:20][C:19]([N:22]2[CH2:26][C:25](=[O:27])[NH:24][S:23]2(=[O:29])=[O:28])=[C:18]([O:30]CC2C=CC=CC=2)[CH:17]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(O)C.O.[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[CH2:14][CH2:15][C:16]1[CH:21]=[CH:20][C:19]([N:22]2[CH2:26][C:25](=[O:27])[NH:24][S:23]2(=[O:29])=[O:28])=[C:18]([OH:30])[CH:17]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 68920180HCID 68920180, compound

Product 1

HCID 24969056HCID 24969056, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 19096565Water ethanolSolvent

Procedure

A solution of 2-{2-[3-benzyloxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester in 2 mL of ethanol/water (1:1) is hydrogenated over 10% Pd/C at 1 atm for 2 h. The catalyst is removed by filtration through Celite and the solvent is removed under reduced pressure to give the title compound: LC rt 1.52 (method A); (M−1)−=438.

Workup

  1. customThe catalyst is removed by filtration through Celite
  2. customthe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-6b6559208aad4a1e8cc30737ad9d8085
Source dataset
uspto-grants-2011_12
Patent number
US08084448B2

Reaction notes

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