HCID 58313121, compound → HCID 178502298, compound

HRID 1748858Notes

Reaction equation

[CH3:1][O:2][C:3]([NH:5][C@H:6]([C:10]([N:12]1[CH:16]([C:17](O)=[O:18])[CH2:15][C:14]2([CH2:24][CH2:23][S:22](=[O:26])(=[O:25])[CH2:21][CH2:20]2)[CH2:13]1)=[O:11])[CH:7]([CH3:9])[CH3:8])=[O:4].C1C2(OCCCO2)C[C@@H](C2NC=C([C:42]3[CH:47]=[CH:46][C:45]([C:48]4[CH:53]=[CH:52][C:51]([C:54]5[N:55]=[C:56]([C@@H:59]6[CH2:63][CH2:62][CH2:61][N:60]6[C:64]([C@@H:66]([NH:70][C:71](=[O:74])[O:72][CH3:73])[CH:67]([CH3:69])[CH3:68])=[O:65])[NH:57][CH:58]=5)=[CH:50][CH:49]=4)=[CH:44][CH:43]=3)N=2)N1>>[CH3:68][CH:67]([CH3:69])[C@H:66]([NH:70][C:71](=[O:74])[O:72][CH3:73])[C:64]([N:60]1[CH2:61][CH2:62][CH2:63][C@H:59]1[C:56]1[NH:57][CH:58]=[C:54]([C:51]2[CH:50]=[CH:49][C:48]([C:45]3[CH:44]=[CH:43][C:42]([C:10](=[O:11])[CH2:6][NH:5][C:17]([CH:16]4[CH2:15][C:14]5([CH2:20][CH2:21][S:22](=[O:26])(=[O:25])[CH2:23][CH2:24]5)[CH2:13][N:12]4[C:10](=[O:11])[C@@H:6]([NH:5][C:3]([O:2][CH3:1])=[O:4])[CH:7]([CH3:9])[CH3:8])=[O:18])=[CH:47][CH:46]=3)=[CH:53][CH:52]=2)[N:55]=1)=[O:65]

Participants

Reactant 2

HCID 58313121HCID 58313121, compound

HCID 178502363HCID 178502363, compound

Product 1

HCID 178502298HCID 178502298, compoundYield 49%

Procedure

Prepared in 49% yield from 2-{N-[(methyloxy)carbonyl]-L-valyl}-8-thia-2-azaspiro[4.5]decane-3-carboxylic acid 8,8-dioxide (107) (100 mg, 0.26 mmol) and methyl {(1S)-1-[((2S)-2-{4-[4′-(aminoacetyl)-4-biphenylyl]-1H-imidazol-2-yl}-1-pyrrolidinyl)carbonyl]-2-methylpropyl}carbamate dihydrochloride (1) (148 mg, 0.26 mmol), in an analogous fashion as described in Example 15.

Sources & evidence

ORD record: ord-1f77d35dd79648e697f196de344427ca
Source dataset: uspto-grants-2015_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09150587B2

Reaction notes

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