4-Phenylbenzoyl chloride → HCID 178502620, compound

HRID 1745248Notes

Reaction equation

HRID 1745248 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][C@H:35]1[CH2:40][CH2:39][C@H:38]([OH:41])[CH2:37][CH2:36]1>>[C:28]1([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:29]=[CH:30][C:31]([C:6]([N:8]2[CH2:12][C:11](=[N:13][O:14][CH3:15])[CH2:10][C@H:9]2[C:16]([NH:34][C@H:35]2[CH2:40][CH2:39][C@H:38]([OH:41])[CH2:37][CH2:36]2)=[O:18])=[O:7])=[CH:32][CH:33]=1

Participants

4

Reactant 3

HCID 841514-Phenylbenzoyl chlorideHCID 58714586(2S,4EZ)-1(tert-butoxycarbonyl)-4-(methoxyimino)-2-pyrrolidinecarboxylic acidHCID 178511715HCID 178511715, compound

Product 1

HCID 178502620HCID 178502620, 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 trans-4-aminocyclohexanol, the title compound was obtained in 62% purity by HPLC. MS(ESI+): m/z=436.

Sources & evidence

ORD record
ord-f853aa3ede9c4ee7b5dee557fa72c642
Source dataset
uspto-grants-2006_03
Patent number
US07018988B2

Reaction notes

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