Sodium Hydroxide → HCID 57863068, compound

HRID 418118Notes

Reaction equation

C([O:3][C:4](=[O:50])[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:27]=[C:26]([S:28]([CH2:31][CH2:32][CH3:33])(=[O:30])=[O:29])[CH:25]=[C:24]([C:34]3[CH:42]=[CH:41][C:37]4[O:38][CH2:39][O:40][C:36]=4[CH:35]=3)[CH:23]=2)[C:10]=1[CH2:43][CH2:44][C:45]([O:47]CC)=[O:46])C.[OH-].[Na+]>>[O:38]1[C:37]2[CH:41]=[CH:42][C:34]([C:24]3[CH:23]=[C:22]([CH:27]=[C:26]([S:28]([CH2:31][CH2:32][CH3:33])(=[O:29])=[O:30])[CH:25]=3)[O:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][C:11]3[C:10]([CH2:43][CH2:44][C:45]([OH:47])=[O:46])=[C:9]([CH:14]=[CH:13][CH:12]=3)[O:8][CH2:7][CH2:6][CH2:5][C:4]([OH:50])=[O:3])=[CH:35][C:36]=2[O:40][CH2:39]1

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 57863086HCID 57863086, compound

Product 1

HCID 57863068HCID 57863068, compoundYield 58.5%

Procedure

A similar procedure as described in Example 40, step 8 was used, starting from 4-[3-{6-[3-benzo[1,3]dioxol-5-yl-5-(propane-1-sulfonyl)-phenoxy]-hexyl}-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester (87 mg, 0.12 mmol) and 1.0 N aqueous sodium hydroxide (1.22 mL) to afford 4-[3-{6-[3-benzo[1,3]dioxol-5-yl-5-(propane-1-sulfonyl)-phenoxy]-hexyl}-2-(2-carboxy-ethyl)-phenoxy]-butyric acid (46 mg, 57%) as an amorphous white solid: ES(+)-HRMS m/e calcd for C35H42O10S (M+Na)+ 677.2391, found 677.2388.

Sources & evidence

ORD record: ord-0eb4269e66334a709e9f603c435c9957
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08093253B2

Reaction notes

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