Benzyl {6-[(2-{4-[(biphenyl-2-ylcarbamoyl)oxy]piperidin-1-yl}ethyl)(methyl)amino]-6-oxohexyl}{-4-[methyl(N-methyl-beta-alanyl)amino]phenyl}carbamate → Benzyl {6-[(2-{4-[(biphenyl-2-ylcarbamoyl)oxy]piperidin-1-yl}ethyl)(methyl)amino]-6-oxohexyl}(4-{[N-({[(2S)-1'-{2-[(5R)-3-[3,5-bis(trifluoromethyl)benzoyl]-5-(4-fluorophenyl)-1,3-oxazolidin-5-yl]ethyl}-2,3-dihydrospiro[indene-1,4'-piperidin]-2-yl]oxy}acetyl)-N-methyl-beta-alanyl](methyl)amino}phenyl)carbamate
Reaction equation
[F:1][C:2]([F:49])([F:48])[C:3]1[CH:4]=[C:5]([CH:41]=[C:42]([C:44]([F:47])([F:46])[F:45])[CH:43]=1)[C:6]([N:8]1[CH2:12][C@@:11]([CH2:20][CH2:21][N:22]2[CH2:27][CH2:26][C:25]3([C:35]4[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=4)[CH2:29][C@@H:28]3[O:36][CH2:37][C:38](O)=[O:39])[CH2:24][CH2:23]2)([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[O:10][CH2:9]1)=[O:7].[C:50]1([C:102]2[CH:107]=[CH:106][CH:105]=[CH:104][CH:103]=2)[CH:55]=[CH:54][CH:53]=[CH:52][C:51]=1[NH:56][C:57]([O:59][CH:60]1[CH2:65][CH2:64][N:63]([CH2:66][CH2:67][N:68]([CH3:101])[C:69](=[O:100])[CH2:70][CH2:71][CH2:72][CH2:73][CH2:74][N:75]([C:86]2[CH:91]=[CH:90][C:89]([N:92]([CH3:99])[C:93](=[O:98])[CH2:94][CH2:95][NH:96][CH3:97])=[CH:88][CH:87]=2)[C:76](=[O:85])[O:77][CH2:78][C:79]2[CH:84]=[CH:83][CH:82]=[CH:81][CH:80]=2)[CH2:62][CH2:61]1)=[O:58]>>[C:50]1([C:102]2[CH:107]=[CH:106][CH:105]=[CH:104][CH:103]=2)[CH:55]=[CH:54][CH:53]=[CH:52][C:51]=1[NH:56][C:57]([O:59][CH:60]1[CH2:61][CH2:62][N:63]([CH2:66][CH2:67][N:68]([CH3:101])[C:69](=[O:100])[CH2:70][CH2:71][CH2:72][CH2:73][CH2:74][N:75]([C:86]2[CH:87]=[CH:88][C:89]([N:92]([C:93](=[O:98])[CH2:94][CH2:95][N:96]([C:38](=[O:39])[CH2:37][O:36][C@@H:28]3[C:25]4([CH2:26][CH2:27][N:22]([CH2:21][CH2:20][C@:11]5([C:13]6[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=6)[O:10][CH2:9][N:8]([C:6](=[O:7])[C:5]6[CH:41]=[C:42]([C:44]([F:45])([F:46])[F:47])[CH:43]=[C:3]([C:2]([F:49])([F:1])[F:48])[CH:4]=6)[CH2:12]5)[CH2:23][CH2:24]4)[C:35]4[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=4)[CH2:29]3)[CH3:97])[CH3:99])=[CH:90][CH:91]=2)[C:76](=[O:85])[O:77][CH2:78][C:79]2[CH:80]=[CH:81][CH:82]=[CH:83][CH:84]=2)[CH2:64][CH2:65]1)=[O:58]Participants
3
Reactant 2
HCID 66671493Benzyl {6-[(2-{4-[(biphenyl-2-ylcarbamoyl)oxy]piperidin-1-yl}ethyl)(methyl)amino]-6-oxohexyl}{-4-[methyl(N-methyl-beta-alanyl)amino]phenyl}carbamate
HCID 86663420{[(2S)-1'-{2-[(5R)-3-[3,5-Bis(trifluoromethyl)benzoyl]-5-(4-fluorophenyl)-1,3-oxazolidin-5-yl]ethyl}-2,3-dihydrospiro[indene-1,4'-piperidin]-2-yl]oxy}acetic acidProduct 1
Procedure
The compound (111 mg, 0.16 mmol) obtained in Example 1j and the compound (133 mg, 0.17 mmol) obtained in Example 97e were used to give the title compound (180 mg; yield, 73%) as a white solid according to the method described in Example 11e.
Sources & evidence
- ORD record
- ord-be4a726dd30745f8adb2d29739570451
- Source dataset
- uspto-grants-2013_07
- Patent number
- US08476253B2
Reaction notes
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