Sodium Hydroxide → HCID 46928888, compound

HRID 417014Notes

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

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 59496810HCID 59496810, compound

Product 1

HCID 46928888HCID 46928888, compoundYield 17%

Procedure

A similar procedure as described in Example 43, step 5 was used, starting from 4-[3-{6-(3-benzothiazol-5-yl-5-ethoxy-phenoxy)-hexyl}-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester (61 mg, 0.17 mmol) and 1.0 N aqueous sodium hydroxide (1.0 mL) to afford 4-[3-{6-[3-benzothiazol-5-yl-5-ethoxy-phenoxy]-hexyl}-2-(2-carboxy-ethyl)-phenoxy]-butyric acid (9.2 mg, 17%) as a light brown solid: ES(+)-HRMS m/e calcd for C34H39NO7S (M+H)+ 606.2520. found 606.2523.

Sources & evidence

ORD record: ord-f1ef5de58e1c4905b4090b94b71b1522
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08088936B2

Reaction notes

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