4-Phenylbenzoyl chloride → HCID 58714563, compound

HRID 1242615Notes

Reaction equation

HRID 1242615 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.O[N:35]=[C:36]([NH2:45])[CH:37]([OH:44])[C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1.NC(=NO)C1CCN(C(OC(C)(C)C)=O)CC1>>[CH3:15][O:14][N:13]=[C:11]1[CH2:10][C@@H:9]([C:16]2[O:18][N:45]=[C:36]([CH:37]([OH:44])[C:38]3[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=3)[N:35]=2)[N:8]([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])[CH2:12]1

Participants

5

Reactant 4

HCID 841514-Phenylbenzoyl chlorideHCID 4302035(2RS)-N',2-dihydroxy-2-phenylethanimidamideHCID 54001703HCID 54001703, compoundHCID 58714586(2S,4EZ)-1(tert-butoxycarbonyl)-4-(methoxyimino)-2-pyrrolidinecarboxylic acid2×

Product 1

HCID 58714563HCID 58714563, compound

Procedure

Following the general method as outlined in Example 59, starting from (2S,4EZ)-1-(tert-butoxycarbonyl)-4-(methoxyimino)-2-pyrrolidine-carboxylic acid (Intermediate 2), [1,1′-biphenyl]-4-carbonyl chloride, and (2RS)-N′,2-dihydroxy-2-phenylethanimidamide (an Intermediate 7), the title compound was obtained in 75% purity by HPLC. MS(ESI+): m/z=469.3.

Sources & evidence

ORD record
ord-1d9a272f49d246fc813619941428a506
Source dataset
uspto-grants-2006_10
Patent number
US07115639B2

Reaction notes

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