HCID 117812712, compound → HCID 117812713, compound

HRID 591337Notes

Reaction equation

HRID 591337 reaction equation
C([O:8][CH2:9][CH2:10][N:11]([C:45]([O:47][C:48]([CH3:51])([CH3:50])[CH3:49])=[O:46])[C:12]1[CH:44]=[CH:43][C:15]([CH2:16][CH:17]([CH2:25][CH2:26][C@H:27]([NH:35][C:36]([O:38][C:39]([CH3:42])([CH3:41])[CH3:40])=[O:37])[C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])=[CH:14][CH:13]=1)C1C=CC=CC=1>CO.[Pd]>[C:39]([O:38][C:36]([NH:35][C@@H:27]([CH2:26][CH2:25][CH:17]([CH2:16][C:15]1[CH:14]=[CH:13][C:12]([N:11]([C:45]([O:47][C:48]([CH3:51])([CH3:50])[CH3:49])=[O:46])[CH2:10][CH2:9][OH:8])=[CH:44][CH:43]=1)[C:18]([O:20][C:21]([CH3:22])([CH3:23])[CH3:24])=[O:19])[C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])=[O:37])([CH3:40])([CH3:41])[CH3:42]

Participants

4

Reactant 1

HCID 117812712HCID 117812712, compound

Product 1

HCID 117812713HCID 117812713, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Di-tert-butyl (5S)-2-(4-{[2-(benzyloxy)ethyl](tert-butoxycarbonyl)amino}benzyl)-5-[(tert-butoxycarbonyl)amino]hexanedioate (78 mg, 110 μmol) were dissolved in 10 ml methanol. Palladium (10% on charcoal) (15 mg) was added and the suspension was shaken under a hydrogen atmosphere for 27 h. The catalyst was filtered off, the residue was concentrated in vacuo to yield 65 mg (95%) of the product.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe residue was concentrated in vacuo

Sources & evidence

ORD record
ord-b15724c13c394e0aac0761294ad5af10
Source dataset
uspto-grants-2016_01
Patent number
US09238631B2

Reaction notes

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