cis-4-Hydroxy-piperidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester → HCID 66730327, compound

HRID 388650Notes

Reaction equation

HRID 388650 reaction equation
O[C@@H]1CC[N:5](C(OCC2C=CC=CC=2)=O)[C@H](C(OC)=O)C1.[CH3:22][O:23][C:24]([CH:26]1[CH2:31][CH:30]([O:32][C:33]2[C:42]3[C:37](=[C:38]([CH3:45])[C:39]([O:43][CH3:44])=[CH:40][CH:41]=3)[N:36]=[C:35]([C:46]3[S:47][CH:48]=[C:49]([C:51]([F:54])([F:53])[F:52])[N:50]=3)C=2)[CH2:29][CH2:28][N:27]1[C:55](OCC1C=CC=CC=1)=O)=[O:25]>>[CH3:22][O:23][C:24]([CH:26]1[CH2:31][CH:30]([O:32][C:33]2[C:42]3[C:37](=[C:38]([CH3:45])[C:39]([O:43][CH3:44])=[CH:40][CH:41]=3)[N:36]=[C:35]([C:46]3[S:47][CH:48]=[C:49]([C:51]([F:53])([F:52])[F:54])[N:50]=3)[N:5]=2)[CH2:29][CH2:28][N:27]1[CH3:55])=[O:25]

Participants

3

Reactant 2

HCID 14890235cis-4-Hydroxy-piperidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl esterHCID 66730320N-Cbz-{4-[7-methoxy-8-methyl-2-(4-trifluoromethyl-thiazol-2-yl)-quinolin-4-yloxy]}-piperidine-2-carboxylic acid methyl ester

Product 1

HCID 66730327HCID 66730327, compoundYield 60%

Procedure

Compound 22 was synthesized from compounds 12 and 206 as a yellow powder in 60% yield according to the procedure as described for compound 13. MS (ESI, EI+) m/z=617 (MH+).

Sources & evidence

ORD record
ord-8a2650812ce34c5a804582c3646d10b8
Source dataset
uspto-grants-2013_02
Patent number
US08377962B2

Reaction notes

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