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

HRID 416978Notes

Reaction equation

C([O:3][C:4](=[O:49])[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:32]3[CH:37]=[CH:36][C:35]([S:38]([CH3:41])(=[O:40])=[O:39])=[CH:34][CH:33]=3)[CH:25]=[C:26]([CH2:28][O:29][CH2:30][CH3:31])[CH:27]=2)[C:10]=1[CH2:42][CH2:43][C:44]([O:46]CC)=[O:45])C.[OH-].[Na+]>>[C:44]([CH2:43][CH2:42][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:32]3[CH:37]=[CH:36][C:35]([S:38]([CH3:41])(=[O:39])=[O:40])=[CH:34][CH:33]=3)[CH:25]=[C:26]([CH2:28][O:29][CH2:30][CH3:31])[CH:27]=2)=[CH:12][CH:13]=[CH:14][C:9]=1[O:8][CH2:7][CH2:6][CH2:5][C:4]([OH:49])=[O:3])([OH:46])=[O:45]

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 594968444-{2-(2-Ethoxycarbonyl-ethyl)-3-[6-(5-ethoxymethyl-4'-methanesulfonyl-biphenyl-3-yloxy)-hexyl]-phenoxy}-butyric acid ethyl ester

Product 1

HCID 469283904-[2-(2-Carboxy-ethyl)-3-[6-(5-ethoxymethyl-4'-methanesulfonyl-biphenyl-3-yloxy)-hexyl]-phenoxy]-butyric acidYield 97%

Procedure

A similar procedure as described in Example 24, step 2 was used, starting from 4-{2-(2-ethoxycarbonyl-ethyl)-3-[6-(5-ethoxymethyl-4′-methanesulfonyl-biphenyl-3-yloxy)-hexyl]-phenoxy}-butyric acid ethyl ester (101 mg, 0.145 mmol) and 1.0 N aqueous sodium hydroxide (1.5 mL) to afford 4-[2-(2-carboxy-ethyl)-3-[6-(5-ethoxymethyl-4′-methanesulfonyl-biphenyl-3-yloxy)-hexyl]-phenoxy]-butyric acid (90 mg, 97%) as a white solid: ES(+)-HRMS m/e calcd for C35H44O9S (M+Na)+ 663.2598. found 663.2594.

Sources & evidence

ORD record: ord-c1385899b42745bc9cf0da4662139891
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08088936B2

Reaction notes

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