Sodium Hydroxide → HCID 44219324, compound

HRID 418131Notes

Reaction equation

HRID 418131 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]([CH:31]([CH3:33])[CH3:32])(=[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]([CH:31]([CH3:33])[CH3:32])(=[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

3

Reactant 2

HCID 14798Sodium HydroxideHCID 57863028HCID 57863028, compound

Product 1

HCID 44219324HCID 44219324, compoundYield 34.6%

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-2-sulfonyl)-phenoxy]-hexyl}-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester (135 mg, 0.19 mmol) and 1.0 N aqueous sodium hydroxide (1.9 mL) to afford 4-[3-[6-(3-benzo[1,3]dioxol-5-yl-5-(propane-2-sulfonyl)-phenoxy)-hexyl]-2-(2-carboxy-ethyl)-phenoxy]-butyric acid (43 mg, 34%) as a white sticky solid: ES(+)-HRMS m/e calcd for C35H42O10S (M+Na)+ 677.2391, found 677.2386.

Sources & evidence

ORD record
ord-50e939fbf32a4e32a0c059d206c8fe8f
Source dataset
uspto-grants-2012_01
Patent number
US08093253B2

Reaction notes

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