(alphaR)-alpha-((Methoxycarbonyl)amino)benzeneacetic acid → HCID 178502200, compound

HRID 1751398Notes

Reaction equation

HRID 1751398 reaction equation
CO[C:3]([NH:5][C@H:6]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:7]([OH:9])=O)=O.[OH:16][C@@H:17]1[CH2:21][N:20]([C:22](=[O:32])[C@@H:23]([NH:27][C:28]([O:30][CH3:31])=[O:29])[CH:24]([CH3:26])[CH3:25])[C@H:19]([C:33]2[NH:34][CH:35]=[C:36]([C:38]3[CH:39]=[C:40]4[C:45](=[CH:46][CH:47]=3)[CH:44]=[C:43]([C:48]3[CH:53]=[CH:52][C:51]([C:54]5[NH:58][C:57]([C@@H:59]6[CH2:63][CH2:62][CH2:61][N:60]6C(OC(C)(C)C)=O)=[N:56][CH:55]=5)=[CH:50][CH:49]=3)[CH:42]=[CH:41]4)[N:37]=2)[CH2:18]1.O[C@@H:72]1CN(C(=O)[C@@H](NC(OC)=O)C(C)C)[C@H](C2NC=C(C3C=CC(C4C=C5C(=CC=4)C=C(C4NC([C@@H]6CCCN6C(OC(C)(C)C)=O)=NC=4)C=C5)=CC=3)N=2)C1>>[CH3:31][O:30][C:28](=[O:29])[NH:27][CH:23]([C:22]([N:20]1[CH2:21][C:17](=[O:16])[CH2:18][CH:19]1[C:33]1[NH:34][CH:35]=[C:36]([C:38]2[CH:47]=[CH:46][C:45]3[C:40](=[CH:41][CH:42]=[C:43]([C:48]4[CH:53]=[CH:52][C:51]([C:54]5[NH:58][C:57]([CH:59]6[CH2:63][CH2:62][CH2:61][N:60]6[C:7](=[O:9])[CH:6]([N:5]([CH3:3])[CH3:72])[C:10]6[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=6)=[N:56][CH:55]=5)=[CH:50][CH:49]=4)[CH:44]=3)[CH:39]=2)[N:37]=1)=[O:32])[CH:24]([CH3:26])[CH3:25]

Participants

4

Reactant 3

HCID 10910775(alphaR)-alpha-((Methoxycarbonyl)amino)benzeneacetic acidHCID 178502464HCID 178502464, compoundHCID 178502466HCID 178502466, compound

Product 1

HCID 178502200HCID 178502200, compound

Procedure

[1-(2-{4-[6-(4-{2-[1-(2-Dimethylamino-2-phenyl-acetyl)-pyrrolidin-2-yl]-3H-imidazol-4-yl}-phenyl)-naphthalen-2-yl]-1H-imidazol-2-yl}-4-oxo-pyrrolidine-1-carbonyl)-2-methyl-propyl]-carbamic acid methyl ester was prepared following Example BN substituting (R)-2-(dimethylamino)-2-phenylacetic acid for (R)-2-(methoxycarbonylamino)-2-phenylacetic acid and (S)-tert-butyl 2-(5-(4-(6-(2-((2S,4S)-4-hydroxy-1-((S)-2-(methoxycarbonylamino)-3-methylbutanoyl)pyrrolidin-2-yl)-1H-imidazol-4-yl)naphthalen-2-yl)phenyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylate for (S)-tert-butyl 2-(5-(6-(4-(2-((2S,4S)-4-hydroxy-1-((S)-2-(methoxycarbonylamino)-3-methylbutanoyl)pyrrolidin-2-yl)-1H-imidazol-4-yl)phenyl)naphthalen-2-yl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylate. C47H50N8O5 calculated 806.4 observed [M+1]+ 807.3; rt=1.55 min.

Workup

  1. customrt=1.55 min.

Sources & evidence

ORD record
ord-132d2690f38849c0b77781c9bc18676b
Source dataset
uspto-grants-2015_10
Patent number
US09156823B2

Reaction notes

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