Lithium Hydroxide → HCID 10206217, compound

HRID 459276Notes

Reaction equation

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

Participants

Reactant 2

HCID 3939Lithium Hydroxide

HCID 69422492HCID 69422492, compound

Product 1

HCID 10206217HCID 10206217, compound

Procedure

The title compound was prepared from (S)-3-{4-[3-(4-benzoyl-phenoxy)-propoxy]-3-chloro-phenyl}-2-ethoxy-propionic acid methyl ester by the standard hydrolysis procedure C (LiOH). 1H-NMR (200.15 MHz, CDCl3): δ 7.82–7.72 (m, 4H), 7.56–7.43 (m, 3H), 7.07 (dd, 1H, J=8.8, 2.0), 6.97 (d, 2H, J=8.9), 6.86 (d, 2H, J=8.3), 4.31 (t, 2H, J=6.0), 4.21 (t, 2H, J=6.0), 4.10–4.02 (m, 1H), 3.66–3.44 (m, 2H), 3.10–2.87 (m, 2H), 2.33 (qn, 2H, J=6.2), 1.20 (t, 3H, J=7.0).

Sources & evidence

ORD record: ord-71dc1b4f73554fddbdbca81bd8ce4a4a
Source dataset: uspto-grants-2007_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07192982B2

Reaction notes

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