HCID 21709348, compound → HCID 18731991, compound

HRID 501991Notes

Reaction equation

HRID 501991 reaction equation
[C:1]([O:5][C:6](=[O:36])[NH:7][CH:8]([CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[CH:9]([OH:28])[CH2:10][N:11]([CH2:24][CH:25]([CH3:27])[CH3:26])[S:12]([C:15]1[CH:20]=[CH:19][C:18]([N+:21]([O-])=O)=[CH:17][CH:16]=1)(=[O:14])=[O:13])([CH3:4])([CH3:3])[CH3:2]>C(O)C.[C].[Pd]>[C:1]([O:5][C:6](=[O:36])[NH:7][CH:8]([CH2:29][C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1)[CH:9]([OH:28])[CH2:10][N:11]([CH2:24][CH:25]([CH3:26])[CH3:27])[S:12]([C:15]1[CH:20]=[CH:19][C:18]([NH2:21])=[CH:17][CH:16]=1)(=[O:14])=[O:13])([CH3:3])([CH3:4])[CH3:2]

Participants

4

Reactant 1

HCID 21709348HCID 21709348, compound

Product 1

HCID 18731991HCID 18731991, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

The wet crystals of (1-Benzyl-2-hydroxy-3-[isobutyl-(4-nitro-benzenesulfonyl)-amino]-propyl)-carbamic acid tert-butyl ester were suspended in ethanol (around 950 L), and then hydrogenated in the presence of 10 wt % palladium carbon at around 5-30° C. After the resulting reaction mixture was filtered to remove the palladium-carbon, the filtrate was concentrated under reduced pressure to give a solution of (1-Benzyl-2-hydroxy-3-[isobutyl-(4-amino-benzenesulfonyl)-amino]-propyl)-carbamic acid tert-butyl ester in ethanol.

Workup

  1. customAfter the resulting reaction mixture
  2. filtrationwas filtered
  3. customto remove the palladium-carbon
  4. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-7927fcdbdfd2432e91252e8a4c68541f
Source dataset
uspto-grants-2010_08
Patent number
US07772411B2

Reaction notes

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