HCID 58017467, compound → HCID 58017468, compound

HRID 1879231Notes

Reaction equation

HRID 1879231 reaction equation
C([O:8][C:9](=[O:32])[C@@H:10]([C:28]([CH3:31])([CH3:30])[CH3:29])[N:11]([CH2:23][CH2:24][CH:25]([CH3:27])[CH3:26])[S:12]([C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH3:22])[CH:16]=1)(=[O:14])=[O:13])C1C=CC=CC=1.[H][H]>CO.[Pd]>[CH2:23]([N:11]([S:12]([C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH3:22])[CH:16]=1)(=[O:13])=[O:14])[C@@H:10]([C:9]([OH:32])=[O:8])[C:28]([CH3:29])([CH3:30])[CH3:31])[CH2:24][CH:25]([CH3:26])[CH3:27]

Participants

5

Reactant 2

HCID 58017467HCID 58017467, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 58017468HCID 58017468, compoundYield 99.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of N-isoamyl-N-(3 Methoxyphenylsulfonyl)D-tert-leucine benzyl ester (2.0 g, 4.33 mmol) in MeOH (12 ml) is added 10% palladium on carbon (200 mg) and the reaction is stirred under ambient pressure of hydrogen for 4 hours. The reaction is filtered through celite and concentrated affording the title compound (1.6 g, 99%).

Workup

  1. filtrationThe reaction is filtered through celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-9475c6bbd15342339f6bbed0f3353b0e
Source dataset
uspto-grants-2012_11
Patent number
US08314148B2

Reaction notes

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