HCID 58313144, compound → HCID 58313052, compound

HRID 535143Notes

Reaction equation

HRID 535143 reaction equation
[F:1][C:2]1([F:24])[CH2:5][C:4]2([CH2:9][C@@H:8]([C:10]([OH:12])=[O:11])[N:7]([C:13](=[O:23])[C@H:14]([CH:20]([CH3:22])[CH3:21])[NH:15][C:16]([O:18][CH3:19])=[O:17])[CH2:6]2)[CH2:3]1.[CH3:25][O:26][C:27]([NH:29][C@H:30]([C:34]([N:36]1[CH2:62][CH2:61][CH2:60][C@H:37]1[C:38]([O:40][CH2:41][C:42]([C:44]1[CH:49]=[CH:48][C:47]([C:50]2[CH:55]=[CH:54][C:53]([C:56](=[O:59])[CH2:57]Br)=[CH:52][CH:51]=2)=[CH:46][CH:45]=1)=[O:43])=[O:39])=[O:35])[CH:31]([CH3:33])[CH3:32])=[O:28]>>[F:24][C:2]1([F:1])[CH2:5][C:4]2([CH2:9][C@@H:8]([C:10]([O:12][CH2:57][C:56]([C:53]3[CH:54]=[CH:55][C:50]([C:47]4[CH:46]=[CH:45][C:44]([C:42](=[O:43])[CH2:41][O:40][C:38]([C@@H:37]5[CH2:60][CH2:61][CH2:62][N:36]5[C:34](=[O:35])[C@@H:30]([NH:29][C:27]([O:26][CH3:25])=[O:28])[CH:31]([CH3:33])[CH3:32])=[O:39])=[CH:49][CH:48]=4)=[CH:51][CH:52]=3)=[O:59])=[O:11])[N:7]([C:13](=[O:23])[C@@H:14]([NH:15][C:16]([O:18][CH3:19])=[O:17])[CH:20]([CH3:21])[CH3:22])[CH2:6]2)[CH2:3]1

Participants

3

Reactant 2

HCID 58313144HCID 58313144, compoundHCID 58313148HCID 58313148, compound

Product 1

HCID 58313052HCID 58313052, compoundYield 76%

Procedure

This compound was prepared in an analogous fashion to 117 (Example 17) from (7S)-2,2-difluoro-6-{N-[(methyloxy)carbonyl]-L-valyl}-6-azaspiro[3.4]octane-7-carboxylic acid (156) (59 mg, 0.17 mmol) and 2-[4′-(bromoacetyl)-4-biphenylyl]-2-oxoethyl N-[(methyloxy)carbonyl]-L-valyl-L-prolinate (70) (95 mg, 0.16 mmol) to afford the title compound as a white solid (104 mg, 75% yield).

Sources & evidence

ORD record
ord-c77bf26078fd4384b910eff45f246731
Source dataset
uspto-grants-2014_10
Patent number
US08853416B2

Reaction notes

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