3-Hydroxypiperidine → HCID 131725607, compound

HRID 1349266Notes

Reaction equation

HRID 1349266 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.[NH:34]1[CH2:39][CH2:38][CH2:37][CH:36]([OH:40])[CH2:35]1>>[CH3:15][O:14][N:13]=[C:11]1[CH2:10][C@@H:9]([C:16]([N:34]2[CH2:39][CH2:38][CH2:37][CH:36]([OH:40])[CH2:35]2)=[O:18])[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

4

Reactant 3

HCID 232933-HydroxypiperidineHCID 841514-Phenylbenzoyl chlorideHCID 58714586(2S,4EZ)-1(tert-butoxycarbonyl)-4-(methoxyimino)-2-pyrrolidinecarboxylic acid

Product 1

HCID 131725607HCID 131725607, 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 (3RS)-3-piperidinol, the title compound was obtained in 78% purity by HPLC. MS(ESI+): m/z=422.

Sources & evidence

ORD record
ord-20c74bdb854a46c6b72825667daf90c8
Source dataset
uspto-grants-2007_05
Patent number
US07211601B2

Reaction notes

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