2-(5-Methyl-2-phenyloxazol-4-yl)ethyl 4-methylbenzenesulfonate → 2-{4-[2-(5-Methyl-2-phenyl-oxazol-4-yl)-ethoxy]-benzyl}-2-phenoxy-hexanoic acid

HRID 585255Notes

Reaction equation

HRID 585255 reaction equation
C([O:3][C:4](=[O:25])[C:5]([CH2:17][C:18]1[CH:23]=[CH:22][C:21](O)=[CH:20][CH:19]=1)([O:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH2:6][CH2:7][CH2:8][CH3:9])C.[C:26]1([C:32]2[O:33][C:34]([CH3:50])=[C:35]([CH2:37][CH2:38][O:39]S(C3C=CC(C)=CC=3)(=O)=O)[N:36]=2)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>>[CH3:50][C:34]1[O:33][C:32]([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)=[N:36][C:35]=1[CH2:37][CH2:38][O:39][C:21]1[CH:22]=[CH:23][C:18]([CH2:17][C:5]([O:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)([CH2:6][CH2:7][CH2:8][CH3:9])[C:4]([OH:25])=[O:3])=[CH:19][CH:20]=1

Participants

3

Reactant 2

HCID 120517392-(5-Methyl-2-phenyloxazol-4-yl)ethyl 4-methylbenzenesulfonateHCID 693198712-(4-Hydroxybenzyl)-2-phenoxyhexanoic acid ethyl ester

Product 1

HCID 113409912-{4-[2-(5-Methyl-2-phenyl-oxazol-4-yl)-ethoxy]-benzyl}-2-phenoxy-hexanoic acid

Procedure

Standard Procedure (B) was utilized to prepare the title compound from 2-(4-hydroxybenzyl)-2-phenoxy-hexanoic acid ethyl ester and toluene-4-sulfonic acid 2-(2-phenyl-5-methyl-oxazol-4-yl)-ethyl ester. 1H NMR (400 MHz, CDCl3) δ 7.97-7.94 (m, 2H), 7.42-7.40 (m, 3H), 7.31-7.27 (m, 2H), 7.06 (t, 1H, J=7.43 Hz), 6.98 (t, 4H, J=8.99 Hz), 6.75 (d, 2H, J=8.60 Hz), 4.17 (t, 2H, J=6.65 Hz), 3.29 (s, 2H), 2.96 (t, 2H, J=6.65 Hz), 2.36 (s, 3H), 2.10-1.98 (m, 2H), 1.42-1.16 (m, 4H), 0.79 (t, 3H, J=7.04 Hz); MS (ES+) calcd for C31H34NO5: Found m/e 500.2 (M+1, 100%).

Sources & evidence

ORD record
ord-ce4be99b6a01428ca943f7181a0a397f
Source dataset
uspto-grants-2005_08
Patent number
US06930120B2

Reaction notes

Loading…