4-Phenylbenzoyl chloride → HCID 131726390, compound

HRID 1349253Notes

Reaction equation

HRID 1349253 reaction equation
C(O[C:6]([N:8]1[CH2:12][C:11](=[N:13][O:14][CH3:15])[CH2:10][C@H:9]1[C:16]([OH:18])=O)=[O:7])(C)(C)C.[C:19]1([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:24]=[CH:23][C:22](C(Cl)=O)=[CH:21][CH:20]=1.[NH2:34][CH2:35][CH:36]([OH:49])[CH2:37][O:38][C:39]1[CH:44]=[CH:43][C:42]([NH:45][C:46](=[O:48])[CH3:47])=[CH:41][CH:40]=1>>[C:46]([NH:45][C:42]1[CH:43]=[CH:44][C:39]([O:38][CH2:37][CH:36]([OH:49])[CH2:35][NH:34][C:16]([C@@H:9]2[CH2:10][C:11](=[N:13][O:14][CH3:15])[CH2:12][N:8]2[C:6]([C:31]2[CH:30]=[CH:29][C:28]([C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)=[CH:33][CH:32]=2)=[O:7])=[O:18])=[CH:40][CH:41]=1)(=[O:48])[CH3:47]

Participants

4

Reactant 3

HCID 841514-Phenylbenzoyl chlorideHCID 12504728HCID 12504728, compoundHCID 58714586(2S,4EZ)-1(tert-butoxycarbonyl)-4-(methoxyimino)-2-pyrrolidinecarboxylic acid

Product 1

HCID 131726390HCID 131726390, compound

Procedure

Following the general method as outlined in Example 22, starting from (2S,4EZ)-1-(tert-butoxycarbonyl)-4-(methoxyimino)-2-pyrrolidinecarboxylic acid, [1,1′-biphenyl]-4-carbonyl chloride, and N-(4-{[(2RS)-3-amino-2-hydroxypropyl]oxy}phenyl)acetamide, the title compound was obtained in 79% purity by HPLC. MS(ESI+): m/z=545.

Sources & evidence

ORD record
ord-4b3a750cd8384149bf5661fa41e42417
Source dataset
uspto-grants-2007_05
Patent number
US07211601B2

Reaction notes

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