4-[N-Dodecyl-N-2-[4-[3-hydroxy-4,4,4-trifluorobutyl]phenoxy]ethylamino]butanoic acid, ethyl ester → 3[N-Dodecyl-N-2-[4-[3hydroxy4,4,4-trifluorobutyl]phenoxy]ethylamino]propanoic acid, ethyl ester
Reaction equation
[CH2:1]([N:13]([CH:31]([CH3:37])C(OCC)=O)[CH2:14][CH2:15][O:16][C:17]1[CH:22]=[CH:21][C:20](/[CH:23]=[CH:24]/[CH:25]([OH:30])[C:26]([F:29])([F:28])[F:27])=[CH:19][CH:18]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].C(N(CCC[C:71]([O:73][CH2:74][CH3:75])=[O:72])CCOC1C=CC(CCC(O)C(F)(F)F)=CC=1)CCCCCCCCCCC>>[CH2:1]([N:13]([CH2:31][CH2:37][C:71]([O:73][CH2:74][CH3:75])=[O:72])[CH2:14][CH2:15][O:16][C:17]1[CH:18]=[CH:19][C:20]([CH2:23][CH2:24][CH:25]([OH:30])[C:26]([F:28])([F:29])[F:27])=[CH:21][CH:22]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]Participants
3
Reactant 2
Product 1
Procedure
[N-dodecyl-N-2-[4-(E)-[3-hydroxy-4,4,4-trifluorobut-1-en-1-yl]phenoxy]ethylamino]propanoic acid, ethyl ester (620 mg, 1.17 mmol) was hydrogenated as described in the preparation of 4-[N-dodecyl-N-2-[4-[3-hydroxy-4,4,4-trifluorobutyl]phenoxy]ethylamino]butanoic acid, ethyl ester (Example 48) and afforded the title compound (573 mg, 92%) as a clear oil.
Sources & evidence
- ORD record
- ord-aa01c4a442064be78215ed5682373656
- Source dataset
- uspto-grants-2002_02
- Patent number
- US06350892B1
Reaction notes
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