Sodium Hydroxide → HCID 46929078, compound

HRID 417029Notes

Reaction equation

C([O:3][C:4](=[O:49])[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:23]=[C:24]([C:35]3[CH:40]=[CH:39][CH:38]=[C:37]([F:41])[CH:36]=3)[CH:25]=[C:26]([O:28][CH2:29][CH:30]3[CH2:34][CH2:33][CH2:32][CH2:31]3)[CH:27]=2)[C:10]=1[CH2:42][CH2:43][C:44]([O:46]CC)=[O:45])C.[OH-].[Na+]>>[C:44]([CH2:43][CH2:42][C:10]1[C:11]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][O:21][C:22]2[CH:23]=[C:24]([C:35]3[CH:40]=[CH:39][CH:38]=[C:37]([F:41])[CH:36]=3)[CH:25]=[C:26]([O:28][CH2:29][CH:30]3[CH2:34][CH2:33][CH2:32][CH2:31]3)[CH:27]=2)=[CH:12][CH:13]=[CH:14][C:9]=1[O:8][CH2:7][CH2:6][CH2:5][C:4]([OH:49])=[O:3])([OH:46])=[O:45]

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 59496806HCID 59496806, compound

Product 1

HCID 46929078HCID 46929078, compoundYield 98.8%

Procedure

A similar procedure as described in Example 43, step 5 was used, starting from 4-[3-[6-(5-cyclopentylmethoxy-3′-fluoro-biphenyl-3-yloxy)-hexyl]-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester (104 mg, 0.15 mmol) and 1.0 N aqueous sodium hydroxide (5 mL) to afford 4-[2-(2-carboxy-ethyl)-3-[6-(5-cyclopentylmethoxy-3′-fluoro-biphenyl-3-yloxy)-hexyl]-phenoxy]-butyric acid (92 mg, 97%) as a off-white waxy solid: ES(+)-HRMS m/e calcd for C37H45FO7 (M+H)+ 621.3222. found 621.3222.

Sources & evidence

ORD record: ord-87e0c4a05fdf4630a6d71e0fc409ff79
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08088936B2

Reaction notes

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