HCID 58313095, compound → HCID 178502365, compound

HRID 454455Notes

Reaction equation

[C:1]([N:4]1[C:8]2([CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[CH2:7][CH2:6][CH:5]1[C:14]([OH:16])=O)(=[O:3])[CH3:2].[CH3:17][O:18][C:19]([NH:21][C@H:22]([C:26]([N:28]1[CH:32]([C:33]2[NH:34][CH:35]=[C:36]([C:38]3[CH:43]=[CH:42][C:41]([C:44]4[CH:49]=[CH:48][C:47](C5N=C([C@@H]6CCCN6C(=O)[C@H](C(C)C)NC(OC)=O)NC=5)=[CH:46][CH:45]=4)=[CH:40][CH:39]=3)[N:37]=2)[CH2:31][C:30]2(CCN(C(OC(C)(C)C)=O)CC2)[CH2:29]1)=[O:27])[CH:23]([CH3:25])[CH3:24])=[O:20]>>[C:1]([N:4]1[C:8]2([CH2:9][CH2:10][O:11][CH2:12][CH2:13]2)[CH2:7][CH2:6][CH:5]1[C:14]([NH:4][CH2:5][C:14]([C:47]1[CH:46]=[CH:45][C:44]([C:41]2[CH:42]=[CH:43][C:38]([C:36]3[N:37]=[C:33]([C@@H:32]4[CH2:31][CH2:30][CH2:29][N:28]4[C:26]([C@@H:22]([NH:21][C:19](=[O:20])[O:18][CH3:17])[CH:23]([CH3:24])[CH3:25])=[O:27])[NH:34][CH:35]=3)=[CH:39][CH:40]=2)=[CH:49][CH:48]=1)=[O:16])=[O:16])(=[O:3])[CH3:2]

Participants

Reactant 2

HCID 58313095HCID 58313095, compound

HCID 178502294tert-butyl 3-[(2S)-2-(methoxycarbonylamino)-3-methyl-butanoyl]-2-[5-[4-[4-[2-[(2S)-1-[(2S)-2-(methoxycarbonylamino)-3-methyl-butanoyl]pyrrolidin-2-yl]-1H-imidazol-5-yl]phenyl]phenyl]-1H-imidazol-2-yl]-3,8-diazaspiro[4.5]decane-8-carboxylate

Product 1

HCID 178502365HCID 178502365, compoundYield 132.4%

Procedure

This compound was prepared in an analogous fashion to 169 from 1-acetyl-8-oxa-1-azaspiro[4.5]decane-2-carboxylic acid (171) (56 mg, 0.25 mmol) and methyl {(1S)-1-[((2S)-2-{4-[4′-(aminoacetyl)-4-biphenylyl]-1H-imidazol-2-yl}-1-pyrrolidinyl)carbonyl]-2-methylpropyl}carbamate dihydrochloride (1) (142 mg, 0.25 mmol) to afford the title compound as an off-white solid (118 mg, 67% yield).

Sources & evidence

ORD record: ord-930513ab31354e95b81b6e4d09470105
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08492554B2

Reaction notes

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