HCID 59990176, compound → HCID 59990178, compound

HRID 983671Notes

Reaction equation

HRID 983671 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][NH:17][C:18](=[O:29])[C@@H:19]([NH:23][S:24]([CH2:27][CH3:28])(=[O:26])=[O:25])[CH:20]([CH3:22])[CH3:21])=[CH:11][CH:10]=1)C1C=CC=CC=1>O1CCCC1.[Pd]>[CH2:27]([S:24]([NH:23][C@@H:19]([CH:20]([CH3:21])[CH3:22])[C:18]([NH:17][CH2:16][CH2:15][C:12]1[CH:13]=[CH:14][C:9]([OH:8])=[CH:10][CH:11]=1)=[O:29])(=[O:25])=[O:26])[CH3:28]

Participants

4

Reactant 1

HCID 59990176HCID 59990176, compound

Product 1

HCID 59990178HCID 59990178, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

18.6 g of (S)-N-[2-(4-benzyloxy-phenyl)-ethyl]-2-ethanesulfonylamino-3-methyl-butyramide and 16.8 g of palladium (5% on charcoal) in 400 ml of tetrahydrofuran are shaken under a hydrogen atmosphere at +30 to +−35° C. and at normal pressure for 5 hours. The reaction mixture is filtered and evaporated. (S)-2-ethanesulfonylamino-N-[2-(4-hydroxy-phenyl)-ethyl]-3-methyl-butyramide is obtained in form of an oil [MS (m/e): 329 (M+H)+].

Workup

  1. filtrationThe reaction mixture is filtered
  2. customevaporated

Sources & evidence

ORD record
ord-2dbdd26e1fbe45be95199e7cfce28511
Source dataset
uspto-grants-2005_03
Patent number
US06864392B2

Reaction notes

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