Sodium Hydroxide → HCID 46928886, compound

HRID 417011Notes

Reaction equation

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

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 59496835HCID 59496835, compound

Product 1

HCID 46928886HCID 46928886, compoundYield 91%

Procedure

A similar procedure as described in Example 43, step 5 was used, starting from 4-[2-(2-ethoxycarbonyl-ethyl)-3-{6-[3-ethoxy-5-(1H-indol-5-yl)-phenoxy]-hexyl}-phenoxy]-butyric acid ethyl ester (24 mg, 0.04 mmol) and 1.0 N aqueous sodium hydroxide (0.4 mL) to afford 4-[2-(2-carboxy-ethyl)-3-{6-[3-ethoxy-5-(1H-indol-5-yl)-phenoxy]-hexyl}-phenoxy]-butyric acid (20 mg, 91%) as a light brown solid: ES(+)-HRMS m/e calcd for C35H41NO7 (M+Na)+ 610.2775, found 610.2773.

Sources & evidence

ORD record: ord-c7185b2120e44c37a7120425c9fadec4
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08088936B2

Reaction notes

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