4-Phenylbutyric Acid → N-(4phenylbutanoyl)-L-alanine iso-butyl ester
Reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][C:10]([OH:12])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[CH2:14]([O:18][C:19](=[O:23])[C@H:20]([CH3:22])[NH2:21])[CH:15]([CH3:17])[CH3:16]>>[CH2:14]([O:18][C:19](=[O:23])[C@H:20]([CH3:22])[NH:21][C:10](=[O:12])[CH2:9][CH2:8][CH2:7][C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)[CH:15]([CH3:17])[CH3:16]Participants
3
Procedure
Following General Procedure B and using 4-phenylbutanoic acid (Aldrich) and L-alanine iso-butyl ester hydrochloride (from Example B above), the title compound was prepared as an oil. The reaction was monitored by tlc on silica get and purification was by extraction with Et2O followed by washes with aqueous K2CO3 and aqueous HCl.
Workup
- customget
- custompurification
- extractionwas by extraction with Et2O
Sources & evidence
- ORD record
- ord-20d481dc4341411f81296c687aedac3f
- Source dataset
- uspto-grants-2004_07
- Patent number
- US06767918B2
Reaction notes
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