(alphaR)-alpha-((Methoxycarbonyl)amino)benzeneacetic acid → HCID 178502155, compound

HRID 1751399Notes

Reaction equation

HRID 1751399 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(OC(C)(C)C)=O)[C@H:19]([C:29]2[NH:30][C:31]([C:34]3[CH:39]=[CH:38][C:37]([C:40]4[CH:49]=[CH:48][C:47]5[C:42](=[CH:43][CH:44]=[C:45]([C:50]6[N:51]=[C:52]([C@@H:55]7[CH2:59][CH2:58][CH2:57][N:56]7[C:60](=[O:70])[C@@H:61]([NH:65][C:66]([O:68][CH3:69])=[O:67])[CH:62]([CH3:64])[CH3:63])[NH:53][CH:54]=6)[CH:46]=5)[CH:41]=4)=[CH:36][CH:35]=3)=[CH:32][N:33]=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>>[CH3:69][O:68][C:66](=[O:67])[NH:65][CH:61]([C:60]([N:56]1[CH2:57][CH2:58][CH2:59][CH:55]1[C:52]1[NH:53][CH:54]=[C:50]([C:45]2[CH:44]=[CH:43][C:42]3[C:47](=[CH:48][CH:49]=[C:40]([C:37]4[CH:38]=[CH:39][C:34]([C:31]5[NH:30][C:29]([CH:19]6[CH2:18][C:17](=[O:16])[CH2:21][N:20]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:33][CH:32]=5)=[CH:35][CH:36]=4)[CH:41]=3)[CH:46]=2)[N:51]=1)=[O:70])[CH:62]([CH3:64])[CH3:63]

Participants

4

Reactant 3

HCID 10910775(alphaR)-alpha-((Methoxycarbonyl)amino)benzeneacetic acidHCID 178502351HCID 178502351, compoundHCID 178502466HCID 178502466, compound

Product 1

HCID 178502155HCID 178502155, compound

Procedure

[1-(2-{4-[6-(4-{2-[1-(2-Dimethylamino-2-phenyl-acetyl)-4-oxo-pyrrolidin-2-yl]-3H-imidazol-4-yl}-phenyl)-naphthalen-2-yl]-1H-imidazol-2-yl}-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 (2S,4S)-tert-butyl 4-hydroxy-2-(5-(4-(6-(2-((S)-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=1.53 min.

Workup

  1. customrt=1.53 min.

Sources & evidence

ORD record
ord-5b2b742b422f45f8b8c7c996f80c0491
Source dataset
uspto-grants-2015_10
Patent number
US09156823B2

Reaction notes

Loading…