4-Phenylpiperidin-4-ol → HCID 131725603, compound

HRID 1745273Notes

Reaction equation

HRID 1745273 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.[N:19]1[CH:24]=[CH:23][C:22]([C:25]2[CH:33]=[CH:32][C:28](C(O)=O)=[CH:27][CH:26]=2)=[CH:21][CH:20]=1.[C:34]1([C:40]2([OH:46])[CH2:45][CH2:44][NH:43][CH2:42][CH2:41]2)[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1>>[CH3:15][O:14][N:13]=[C:11]1[CH2:10][C@@H:9]([C:16]([N:43]2[CH2:44][CH2:45][C:40]([OH:46])([C:34]3[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=3)[CH2:41][CH2:42]2)=[O:18])[N:8]([C:6](=[O:7])[C:28]2[CH:27]=[CH:26][C:25]([C:22]3[CH:21]=[CH:20][N:19]=[CH:24][CH:23]=3)=[CH:33][CH:32]=2)[CH2:12]1

Participants

4

Reactant 3

HCID 963874-Phenylpiperidin-4-olHCID 15208114-(Pyridin-4-yl)benzoic acidHCID 58714586(2S,4EZ)-1(tert-butoxycarbonyl)-4-(methoxyimino)-2-pyrrolidinecarboxylic acid

Product 1

HCID 131725603HCID 131725603, compound

Procedure

Following the general method as outlined in Example 22, starting from (2S,4EZ)-1-(tert-butoxycarbonyl)-4-(methoxyimino)-2-pyrrolidinecarboxylic acid, 4-(4-pyridinyl)benzoic acid, and 4-phenyl-4-piperidinol, the title compound was obtained in 78% purity by HPLC. MS(ESI+): m/z=499.

Sources & evidence

ORD record
ord-7aa09b7f9a2d44e8815f7833d9c1f996
Source dataset
uspto-grants-2006_03
Patent number
US07018988B2

Reaction notes

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