2-Amino-2-phenylpropanoic acid → 4-(Carboxy-methoxycarbonylamino-methyl)-piperidine-1-carboxylic acid tert-butyl ester
Reaction equation
[CH3:1][O:2][C:3]([NH:5][C:6]([C:11]1[CH:16]=[CH:15]C=[CH:13][CH:12]=1)(C)[C:7]([OH:9])=[O:8])=[O:4].N[C:18]([C:23]1[CH:28]=CC=C[CH:24]=1)(C)C(O)=O>>[C:23]([O:4][C:3]([N:5]1[CH2:13][CH2:12][CH:11]([CH:6]([C:7]([OH:9])=[O:8])[NH:5][C:3]([O:2][CH3:1])=[O:4])[CH2:16][CH2:15]1)=[O:2])([CH3:18])([CH3:24])[CH3:28]Participants
3
Procedure
4-(Carboxy-methoxycarbonylamino-methyl)-piperidine-1-carboxylic acid tert-butyl ester (1.2 g, 97%) was prepared following the procedure for 2-Methoxycarbonylamino-2-phenyl-propionic acid, substituting 4-(Amino-carboxy-methyl)-piperidine-1-carboxylic acid tert-butyl ester for 2-Amino-2-phenyl-propionic acid. LCMS-ESI+: calc'd for C14H24N2O6: 316.16 (M+); Found: 339.02 (M+Na+).
Sources & evidence
- ORD record
- ord-6939f16e9e4d486ea609cbfaeabc907e
- Source dataset
- uspto-grants-2015_10
- Patent number
- US09156823B2
Reaction notes
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