L-Proline → 17-[2-(4-Isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-yloxy]-2,14-dioxo-3,15-diazatricyclo[13.3.0.04,6]octadec-7-ene-4-carboxylic acid
Reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[C:7]([CH3:14])[C:8]([O:12][CH3:13])=[CH:9][CH:10]=2)[N:5]=[C:4]([C:15]2[S:16][CH:17]=[C:18]([CH:20]([CH3:22])[CH3:21])[N:19]=2)[CH:3]=1.C(O)(=O)CCCCCC=C.N1CCC[C@H]1C(O)=O.C(C1N=C(C2C=C(O[CH:60]3[CH2:78][CH:77]4[N:62]([C:63](=[O:83])[CH2:64][CH2:65][CH2:66][CH2:67]C[CH2:69][CH:70]=[CH:71][CH:72]5[C:74]([C:80]([OH:82])=[O:81])([NH:75][C:76]4=[O:79])[CH2:73]5)[CH2:61]3)C3C(=CC(OC)=CC=3)N=2)SC=1)(C)C>>[CH:20]([C:18]1[N:19]=[C:15]([C:4]2[CH:3]=[C:2]([O:1][CH:60]3[CH2:78][CH:77]4[N:62]([C:63](=[O:83])[CH2:64][CH2:65][CH2:66][CH2:67][CH2:69][CH:70]=[CH:71][CH:72]5[C:74]([C:80]([OH:82])=[O:81])([NH:75][C:76]4=[O:79])[CH2:73]5)[CH2:61]3)[C:11]3[C:6](=[C:7]([CH3:14])[C:8]([O:12][CH3:13])=[CH:9][CH:10]=3)[N:5]=2)[S:16][CH:17]=1)([CH3:22])[CH3:21]Participants
5
Reactant 4
Product 1
Procedure
The title compound was prepared from 4-hydroxy-2-(4-isopropylthiazol-2-yl)-7-methoxy-8-methylquinoline (28), oct-7-enoic acid and intermediate 5 following the procedure (Step D-H) reported for 18-[2-[4-(isopropyl)thiazol-2-yl]-7-methoxyquinolin-4-yloxy]-2,15-dioxo-3,16-diazatricyclo[14.3.0.04,6]nonadec-7-ene-4-carboxylic acid 10: m/z=633 (M+H)+.
Sources & evidence
- ORD record
- ord-cf14fbfb73b94299b275d67c98213579
- Source dataset
- uspto-grants-2011_08
- Patent number
- US07989471B2
Reaction notes
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