Toluene-4-sulfonic acid 2-(5-methyl-2-(1-methylcyclohexyl)oxazol-4-yl)-ethyl ester → 2-(4-{2-[5-Methyl-2-(1-methyl-cyclohexyl)-oxazol-4-yl]-ethoxy}-benzyl)-2-phenoxy-butyric Acid

HRID 585228Notes

Reaction equation

HRID 585228 reaction equation
C([O:3][C:4](=[O:23])[C:5]([CH2:15][C:16]1[CH:21]=[CH:20][C:19](O)=[CH:18][CH:17]=1)([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH2:6][CH3:7])C.[CH3:24][C:25]1[O:29][C:28]([C:30]2([CH3:36])[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]2)=[N:27][C:26]=1[CH2:37][CH2:38][O:39]S(C1C=CC(C)=CC=1)(=O)=O>>[CH3:24][C:25]1[O:29][C:28]([C:30]2([CH3:36])[CH2:31][CH2:32][CH2:33][CH2:34][CH2:35]2)=[N:27][C:26]=1[CH2:37][CH2:38][O:39][C:19]1[CH:20]=[CH:21][C:16]([CH2:15][C:5]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)([CH2:6][CH3:7])[C:4]([OH:23])=[O:3])=[CH:17][CH:18]=1

Participants

3

Reactant 2

HCID 20823126Toluene-4-sulfonic acid 2-(5-methyl-2-(1-methylcyclohexyl)oxazol-4-yl)-ethyl esterHCID 69320315HCID 69320315, compound

Product 1

HCID 223400202-(4-{2-[5-Methyl-2-(1-methyl-cyclohexyl)-oxazol-4-yl]-ethoxy}-benzyl)-2-phenoxy-butyric Acid

Procedure

The title compound was prepared from 2-(4-hydroxybenzyl)-2-phenoxybutyric acid ethyl ester and toluene-4-sulfonic acid 2-[5-methyl-2-(1-methylcyclohexyl)oxazol-4-yl)-ethyl ester using the method of Example 46. 1H NMR (400 MHz, CDCl3) δ 7.29 (dd, 2H, J=8.60 Hz, J=7.43 Hz), 7.07-7.03 (m, 1H), 7.02-6.96 (m, 4H), 6.72 (d, 2H, J=8.60 Hz), 4.10 (t, 2H, J=6.25 Hz), 2.38 (s, 2H), 2.95 (t, 2H, J=6.25 Hz), 2.29 (s, 3H), 2.15-2.01 (m, 4H), 1.56-1.36 (m, 8H), 1.30 (s, 3H), 0.91 (t, 3H, J=7.43 Hz); MS (ES+) calcd for C30H38NO5: Found m/e 492.3 (M+1, 100%).

Sources & evidence

ORD record
ord-69062846375644afaa7caf9c470e1d6c
Source dataset
uspto-grants-2005_08
Patent number
US06930120B2

Reaction notes

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