Toluene-4-sulfonic acid 2-(2-cyclohexyl-5-methyloxazol-4-yl)-ethyl ester → 3-{4-[2-(2-Cyclohexyl-5-methyl-oxazol-4-yl)-ethoxy]-phenyl}-2-methyl-2-m-tolyloxy-propionic Acid

HRID 585239Notes

Reaction equation

HRID 585239 reaction equation
C([O:3][C:4](=[O:23])[C:5]([CH3:22])([O:14][C:15]1[CH:16]=[C:17]([CH3:21])[CH:18]=[CH:19][CH:20]=1)[CH2:6][C:7]1[CH:12]=[CH:11][C:10](O)=[CH:9][CH:8]=1)C.[CH:24]1([C:30]2[O:31][C:32]([CH3:48])=[C:33]([CH2:35][CH2:36][O:37]S(C3C=CC(C)=CC=3)(=O)=O)[N:34]=2)[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1>>[CH:24]1([C:30]2[O:31][C:32]([CH3:48])=[C:33]([CH2:35][CH2:36][O:37][C:10]3[CH:9]=[CH:8][C:7]([CH2:6][C:5]([CH3:22])([O:14][C:15]4[CH:16]=[C:17]([CH3:21])[CH:18]=[CH:19][CH:20]=4)[C:4]([OH:23])=[O:3])=[CH:12][CH:11]=3)[N:34]=2)[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29]1

Participants

3

Reactant 2

HCID 22340021Toluene-4-sulfonic acid 2-(2-cyclohexyl-5-methyloxazol-4-yl)-ethyl esterHCID 693161843-(4-Hydroxyphenyl)-2-methyl-2-m-tolyloxy-propionic acid ethyl ester

Product 1

HCID 223399983-{4-[2-(2-Cyclohexyl-5-methyl-oxazol-4-yl)-ethoxy]-phenyl}-2-methyl-2-m-tolyloxy-propionic Acid

Procedure

The title compound was prepared from 3-(4-hydroxyphenyl)-2-methyl-2-m-tolyloxy-propionic acid ethyl ester and toluene-4-sulfonic acid 2-(2-cyclohexyl-5-methyloxazol-4-yl)-ethyl ester using the procedure of Example 60. 1H NMR (400 MHz, CDCl3) δ 7.17 (d, 2H, J=8.60 Hz), 7.13 (t, 1H, J=7.82 Hz), 6.85 (d, 1H, J=7.43 Hz), 6.78 (d, 2H, J=8.60 Hz), 6.69-6.68 (m, 2H), 4.16 (t, 2H, J=5.86 Hz), 3.20 (d, 1H, J=14.08 Hz), 3.14 (d, 1H, J=14.08 Hz), 3.09-2.96 (m, 3H), 2.33 (s, 3H), 2.30 (s, 3H), 2.06-2.02 (m, 2H), 1.83-1.80 (m, 2H), 1.73-1.70 (m, 1H), 1.59-1.56 (m, 2H), 1.41 (s, 3H), 1.38-1.26 (m, 3H); HRMS (ES+) m/z exact mass calcd for C29H36NO5 478.2593, found 478.2592.

Sources & evidence

ORD record
ord-fa0dcc956f074897b5481d327b6947d1
Source dataset
uspto-grants-2005_08
Patent number
US06930120B2

Reaction notes

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