HCID 86746016, compound → HCID 17996247, compound
Reaction equation
[OH:1][CH:2]([CH:4]([CH:10]([NH:23]CC1C=CC=CC=1)[CH:11]([CH3:22])[C:12]([O:14][CH2:15][C:16]1C=CC=CC=1)=[O:13])[C:5]([O:7]CC)=[O:6])[CH3:3]>CO.[OH-].[Pd+2].[OH-].[C]>[OH:1][CH:2]([CH:4]([CH:10]([NH2:23])[CH:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH3:22])[C:5]([OH:7])=[O:6])[CH3:3]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
Ethyl benzyl (2SR,3RS,4RS)-2-[1(SR)-hydroxyethyl]-3-benzylamino-4-methylpentanedioate (509 mg) was dissolved in methanol (5 ml), and palladium hydroxide-carbon (102 mg) was added thereto, followed by shaking at room temperature under hydrogen atmosphere (3 to 4 kg/cm2). After consumption of the designed amount of hydrogen, the catalyst was removed by filtration. The filtrate was concentrated under reduced pressure to give (2SR,3RS,4RS)-2-[1(SR)-hydroxyethyl]-3-amino-4-ethoxycarbonylpentanoic acid.
Workup
- customAfter consumption of the designed amount of hydrogen
- customthe catalyst was removed by filtration
- concentrationThe filtrate was concentrated under reduced pressure
Sources & evidence
- ORD record
- ord-b5ee15d9c35543e19cfbd5d87365f371
- Source dataset
- uspto-grants-1992_07
- Patent number
- US05134231
Reaction notes
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