3-Cyclohexyl-2-[[1-cyclohexyl-2-(2-phenylquinoxalin-6-yl)benzimidazole-5-carbonyl]amino]propanoic acid → 2-{[1-Cyclohexyl-2-(2-phenyl-quinoxalin-6-yl)-1h-benzoimidazole-5-carbonyl]-amino}-3-methyl-pentanoic acid

HRID 1788427Notes

Reaction equation

HRID 1788427 reaction equation
C1(C[CH:8]([NH:12][C:13]([C:15]2[CH:45]=[CH:44][C:18]3[N:19](C4CCCCC4)[C:20]([C:22]4[CH:23]=[C:24]5[C:29](=[CH:30][CH:31]=4)[N:28]=C(C4C=CC=CC=4)C=[N:25]5)=[N:21][C:17]=3[CH:16]=2)=[O:14])[C:9]([OH:11])=[O:10])CCCCC1.CC[C@@H]([C@H](NC(OCC1[C:70]2[C:65](=[CH:66][CH:67]=[CH:68][CH:69]=2)[C:64]2[C:59]1=CC=CC=2)=O)C=O)C>>[CH:15]1([N:19]2[C:18]3[CH:44]=[CH:45][C:15]([C:13]([NH:12][CH:8]([CH:22]([CH3:20])[CH2:31][CH3:30])[C:9]([OH:11])=[O:10])=[O:14])=[CH:16][C:17]=3[N:21]=[C:20]2[C:22]2[CH:23]=[C:24]3[C:29](=[CH:30][CH:31]=2)[N:28]=[C:64]([C:65]2[CH:66]=[CH:67][CH:68]=[CH:69][CH:70]=2)[CH:59]=[N:25]3)[CH2:45][CH2:44][CH2:18][CH2:17][CH2:16]1

Participants

3

Reactant 2

HCID 52761673-Cyclohexyl-2-[[1-cyclohexyl-2-(2-phenylquinoxalin-6-yl)benzimidazole-5-carbonyl]amino]propanoic acidHCID 18652664HCID 18652664, compound

Product 1

HCID 211581282-{[1-Cyclohexyl-2-(2-phenyl-quinoxalin-6-yl)-1h-benzoimidazole-5-carbonyl]-amino}-3-methyl-pentanoic acidYield 54%

Procedure

The general procedure described for Compound 242 was used with Fmoc-Ile Wang resin (250 mg, 0.4 mmol/g), producing 23 mg of the title compound (54% yield). MS: 560.26 (M−H+) HPLC Procedure A, retention time=14.34 min.

Sources & evidence

ORD record
ord-db075497cce64b28aa3e5dd774cdb991
Source dataset
uspto-grants-2009_03
Patent number
US07511145B2

Reaction notes

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