Sodium Hydroxide → HCID 46928987, compound

HRID 417024Notes

Reaction equation

C([O:3][C:4](=[O:48])[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:32]=[CH:31][S:30][CH:29]=3)[CH:25]=[C:24]([O:33][CH2:34][C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)[CH:23]=2)[C:10]=1[CH2:41][CH2:42][C:43]([O:45]CC)=[O:44])C.[OH-].[Na+]>>[CH2:34]([O:33][C:24]1[CH:23]=[C:22]([CH:27]=[C:26]([C:28]2[CH:32]=[CH:31][S:30][CH:29]=2)[CH:25]=1)[O:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][C:11]1[C:10]([CH2:41][CH2:42][C:43]([OH:45])=[O:44])=[C:9]([CH:14]=[CH:13][CH:12]=1)[O:8][CH2:7][CH2:6][CH2:5][C:4]([OH:48])=[O:3])[C:35]1[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 59496814HCID 59496814, compound

Product 1

HCID 46928987HCID 46928987, compoundYield 88%

Procedure

A similar procedure as described in Example 43, step 5 was used, starting from 4-[3-[6-(3-benzyloxy-5-thiophen-3-yl-phenoxy)-hexyl]-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester (160 mg, 0.24 mmol) and 1.0 N aqueous sodium hydroxide (5 mL) to afford 4-[3-[6-(3-benzyloxy-5-thiophen-3-yl-phenoxy)-hexyl]-2-(2-carboxy-ethyl)-phenoxy]-butyric acid (129 mg, 88%) as a light brown waxy solid: ES(+)-HRMS m/e calcd for C36H40O7S (M+Na)+ 639.2387. found 639.2386.

Sources & evidence

ORD record: ord-f35c16266a464198b3e3dc8e664a0ab8
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08088936B2

Reaction notes

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