HCID 70255064, compound → HCID 70253694, compound

HRID 1859357Notes

Reaction equation

HRID 1859357 reaction equation
C([O:8][C:9](=[O:48])[CH:10]([N:17]([CH2:29][CH2:30][C:31]([N:33]1[CH2:38][CH2:37][CH:36]([NH:39][CH2:40][C:41]([O:43][C:44]([CH3:47])([CH3:46])[CH3:45])=[O:42])[CH2:35][CH2:34]1)=[O:32])[S:18]([C:21]1[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=1)(=[O:20])=[O:19])[CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1)C1C=CC=CC=1.[H][H]>C(O)C.[Pd]>[C:44]([O:43][C:41]([CH2:40][NH:39][CH:36]1[CH2:35][CH2:34][N:33]([C:31](=[O:32])[CH2:30][CH2:29][N:17]([CH:10]([CH:11]2[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]2)[C:9]([OH:48])=[O:8])[S:18]([C:21]2[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=2)(=[O:20])=[O:19])[CH2:38][CH2:37]1)=[O:42])([CH3:47])([CH3:45])[CH3:46]

Participants

5

Reactant 2

HCID 70255064HCID 70255064, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 70253694HCID 70253694, compoundYield 100.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of [{3-[4-(tert-butoxycarbonylmethylamino)piperidin-1-yl]-3-oxopropyl}(4-methoxybenzenesulfonyl) amino]cyclohexylacetic acid benzylester (1.89 grams, 2.76 mmol) in ethanol (90 mL) was added 10% palladium on activated carbon (0.32 grams). The mixture was agitated under 3 atmospheres hydrogen in a Parr shaker for 2 hours. The catalyst was removed by filtration through nylon (pore size 0.45 μm) and the solvent was evaporated leaving [{3-[4-(tert-butoxycarbonylmethyl-amino) piperidin-1-yl]-3-oxo-propyl}(4-methoxybenzenesulfonyl)amino]cyclohexylacetic acid as a white foam (1.65 grams, 100%).

Workup

  1. customThe catalyst was removed by filtration through nylon (pore size 0.45 μm)
  2. customthe solvent was evaporated

Sources & evidence

ORD record
ord-1ba25fe8d2fa46c999c25dc34e4af36b
Source dataset
uspto-grants-2000_11
Patent number
US06153609

Reaction notes

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