2-(3-Oxocyclohexyl)acetic acid → N-{(1S,2R)-1-(3,5-difluorobenzyl)-3-[(3-ethylbenzyl)amino]-2-hydroxypropyl}-2-(3-oxocyclohexyl)acetamide

HRID 349113Notes

Reaction equation

HRID 349113 reaction equation
O=C1CCCC(CC(O)=O)C1.[F:12][C:13]1[CH:14]=[C:15]([CH:45]=[C:46]([F:48])[CH:47]=1)[CH2:16][C@H:17]([NH:31][C:32](=[O:44])[CH2:33][CH:34]1[CH2:39][CH2:38][CH:37](CCC)[C:36](=[O:43])[CH2:35]1)[C@H:18]([OH:30])[CH2:19][NH:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([CH2:28][CH3:29])[CH:23]=1>>[F:12][C:13]1[CH:14]=[C:15]([CH:45]=[C:46]([F:48])[CH:47]=1)[CH2:16][C@H:17]([NH:31][C:32](=[O:44])[CH2:33][CH:34]1[CH2:39][CH2:38][CH2:37][C:36](=[O:43])[CH2:35]1)[C@H:18]([OH:30])[CH2:19][NH:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([CH2:28][CH3:29])[CH:23]=1

Participants

3

Reactant 2

HCID 37268152-(3-Oxocyclohexyl)acetic acidHCID 57512052N-{(1S,2R)-1-(3,5-difluorobenzyl)-3-[(3-ethylbenzyl)amino]-2-hydroxypropyl}-2-(3-oxo-4-propylcyclohexyl)acetamide

Product 1

HCID 57512632N-{(1S,2R)-1-(3,5-difluorobenzyl)-3-[(3-ethylbenzyl)amino]-2-hydroxypropyl}-2-(3-oxocyclohexyl)acetamideYield 23%

Procedure

Step 3 N-{(1S,2R)-1-(3,5-difluorobenzyl)-3-[(3-ethylbenzyl)amino]-2-hydroxypropyl}-2-(3-oxocyclohexyl)acetamide was prepared in 23% yield from (3-Oxo-cyclohexyl)-acetic acid by the method described for the synthesis of N-{(1S,2R)-1-(3,5-difluorobenzyl)-3-[(3-ethylbenzyl)amino]-2-hydroxypropyl}-2-(3-oxo-4-propylcyclohexyl)acetamide (EXAMPLE SP-297.)

Sources & evidence

ORD record
ord-d64542484f4e4906b4ffb0e579f9ac83
Source dataset
uspto-grants-2007_02
Patent number
US07176242B2

Reaction notes

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