HCID 11160033, compound → HCID 13186895, compound
Reaction equation
[CH3:1][C:2]1[C:7](C)=[CH:6][CH:5]=[CH:4][C:3]=1[C@H:9]1CCNC[C@H]1O.CC1C(C)=CC=CC=1[C@@H:24]1[CH2:29][CH2:28][NH:27][CH2:26][C@@H:25]1[OH:30].CC1C(C)=CC=CC=1[C@H]1CCNC[C@@H]1[OH:45].CC1C(C)=CC=CC=1[C@@H]1CCNC[C@H]1O>>[CH3:1][C:2]1[C:3]([CH3:9])=[CH:4][CH:5]=[CH:6][C:7]=1[O:45][CH:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH:25]1[OH:30]Participants
5
Procedure
Retention times were as follows: (3S,4R)-4-(2,3-dimethylphenyl)-3-hydroxypiperidine, 14.5 minutes; (3R,4S)-4-(2,3-dimethylphenyl)-3-hydroxypiperidine, 16.5 minutes; (3R,4R)-4-(2,3-dimethylphenyl)-3-hydroxypiperidine, 15 minutes; and nM (3S,4S)-4-(2,3-dimethylphenyl)-3-hydroxypiperidine, 17 minutes. The identification of each compound was made by optical rotation.
Sources & evidence
- ORD record
- ord-f9c4481bb48a47a886927688fde45bbe
- Source dataset
- uspto-grants-2009_03
- Patent number
- US07504419B2
Reaction notes
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