4-Tert-butylcyclohexane-1-carboxylic acid → n-((5s)-3-(4-(1-{4-t-Butylcyclohexylcarbonyl}-1,2,5,6-tetrahydropyrid-4-yl)phenyl)-2-oxooxazolidin-5-ylmethyl)acetamide

HRID 840396

Reaction equation

HRID 840396 reaction equation
[NH:1]1[CH2:6][CH2:5][C:4]([C:7]2[CH:12]=[CH:11][C:10]([N:13]3[CH2:17][C@H:16]([CH2:18][NH:19][C:20](=[O:22])[CH3:21])[O:15][C:14]3=[O:23])=[CH:9][CH:8]=2)=[CH:3][CH2:2]1.[C:24]([CH:28]1[CH2:33][CH2:32][CH:31]([C:34](O)=[O:35])[CH2:30][CH2:29]1)([CH3:27])([CH3:26])[CH3:25]>>[C:24]([CH:28]1[CH2:29][CH2:30][CH:31]([C:34]([N:1]2[CH2:6][CH2:5][C:4]([C:7]3[CH:12]=[CH:11][C:10]([N:13]4[CH2:17][C@H:16]([CH2:18][NH:19][C:20](=[O:22])[CH3:21])[O:15][C:14]4=[O:23])=[CH:9][CH:8]=3)=[CH:3][CH2:2]2)=[O:35])[CH2:32][CH2:33]1)([CH3:27])([CH3:25])[CH3:26]

Participants

3

Reactant 2

HCID 1367594-Tert-butylcyclohexane-1-carboxylic acidHCID 20638827N-((5S)-3-(4-(1,2,5,6-tetrahydropyrid-4-yl)phenyl)-2-oxooxazolidin-5-ylmethyl)acetamide

Product 1

HCID 57235224n-((5s)-3-(4-(1-{4-t-Butylcyclohexylcarbonyl}-1,2,5,6-tetrahydropyrid-4-yl)phenyl)-2-oxooxazolidin-5-ylmethyl)acetamide

Procedure

Using an analogous procedure to that described in Example 20, the TFA salt of Example 2 was reacted with 4-tert-butylcyclohexanecarboxylic acid in place of Acetylglycine, to give the title compound. Yield=208 mg, 58%.

Sources & evidence

ORD record
ord-227f1e700b3941828193971444e0ccbf
Source dataset
uspto-grants-2002_04
Patent number
US06365751B1

Linked notes

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