Sodium Hydroxide → 4-[2-(2-Carboxy-ethyl)-3-[6-(5-ethanesulfonyl-4'-fluoro-3'-hydroxy-biphenyl-3-yloxy)-hexyl]-phenoxy]-butyric acid

HRID 418107Notes

Reaction equation

C([O:3][C:4](=[O:48])[CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][O:21][C:22]2[CH:23]=[C:24]([C:33]3[CH:38]=[CH:37][C:36]([F:39])=[C:35]([OH:40])[CH:34]=3)[CH:25]=[C:26]([S:28]([CH2:31][CH3:32])(=[O:30])=[O:29])[CH:27]=2)[C:10]=1[CH2:41][CH2:42][C:43]([O:45]CC)=[O:44])C.[OH-].[Na+]>>[C:43]([CH2:42][CH2:41][C:10]1[C:11]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][O:21][C:22]2[CH:23]=[C:24]([C:33]3[CH:38]=[CH:37][C:36]([F:39])=[C:35]([OH:40])[CH:34]=3)[CH:25]=[C:26]([S:28]([CH2:31][CH3:32])(=[O:30])=[O:29])[CH:27]=2)=[CH:12][CH:13]=[CH:14][C:9]=1[O:8][CH2:7][CH2:6][CH2:5][C:4]([OH:48])=[O:3])([OH:45])=[O:44]

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 57863025HCID 57863025, compound

Product 1

HCID 578630394-[2-(2-Carboxy-ethyl)-3-[6-(5-ethanesulfonyl-4'-fluoro-3'-hydroxy-biphenyl-3-yloxy)-hexyl]-phenoxy]-butyric acidYield 87%

Procedure

A similar procedure as described in Example 40, step 8 was used, starting from 4-[3-[6-(5-ethanesulfonyl-4′-fluoro-3′-hydroxy-biphenyl-3-yloxy)-hexyl]-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester (218 mg, 0.32 mmol) and 1.0 N aqueous sodium hydroxide (5 mL) to afford 4-[2-(2-carboxy-ethyl)-3-[6-(5-ethanesulfonyl-4′-fluoro-3′-hydroxy-biphenyl-3-yloxy)-hexyl]-phenoxy]-butyric acid (173 mg, 87%) as an amorphous white solid: ES(+)-HRMS m/e calcd for C33H39FO9S (M+Na)+ 653.2191, found 653.2194.

Sources & evidence

ORD record: ord-1aa1dbd094c04449aeb9a4d1fe4350a9
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08093253B2

Reaction notes

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