6-Phenylhexanoic Acid → HCID 66874547, compound
Reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([OH:14])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.Cl.[CH2:17]([O:24][C:25](=[O:33])[CH2:26][C@@H:27]([NH2:32])[CH2:28][N:29]([CH3:31])[CH3:30])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>>[CH2:17]([O:24][C:25](=[O:33])[CH2:26][C@@H:27]([NH:32][C:12](=[O:14])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)[CH2:28][N:29]([CH3:30])[CH3:31])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1Participants
3
Procedure
The title compound, m/e=321.3 ([M+H]+), was produced in analogy with example 1, steps 3 and 4. Thus, commercially available 6-phenylhexanoic acid was coupled in step 3 with (R)-3-amino-4-dimethylamino-butyric acid benzyl ester dihydrochloride to produce (R)-4-dimethylamino-3-(6-phenyl-hexanoylamino)-butyric acid benzyl ester, which was hydrogenated in step 4.
Sources & evidence
- ORD record
- ord-501c063771ff42748da7ceaa6a303c3e
- Source dataset
- uspto-grants-2013_01
- Patent number
- US08344027B2
Reaction notes
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