Sodium Hydroxide → 2-((S)-6-((R)-4-(4-(2,5-Dihydrofuran-3-yl)-2,6-dimethylphenyl)-7-fluoro-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetic acid

HRID 237584Notes

Reaction equation

HRID 237584 reaction equation
[O:1]1[CH2:5][CH:4]=[C:3]([C:6]2[CH:11]=[C:10]([CH3:12])[C:9]([C:13]3[CH:21]=[CH:20][C:19]([F:22])=[C:18]4[C:14]=3[CH2:15][CH2:16][C@H:17]4[O:23][C:24]3[CH:37]=[CH:36][C:27]4[C@H:28]([CH2:31][C:32]([O:34]C)=[O:33])[CH2:29][O:30][C:26]=4[CH:25]=3)=[C:8]([CH3:38])[CH:7]=2)[CH2:2]1.[OH-].[Na+]>O>[O:1]1[CH2:5][CH:4]=[C:3]([C:6]2[CH:7]=[C:8]([CH3:38])[C:9]([C:13]3[CH:21]=[CH:20][C:19]([F:22])=[C:18]4[C:14]=3[CH2:15][CH2:16][C@H:17]4[O:23][C:24]3[CH:37]=[CH:36][C:27]4[C@H:28]([CH2:31][C:32]([OH:34])=[O:33])[CH2:29][O:30][C:26]=4[CH:25]=3)=[C:10]([CH3:12])[CH:11]=2)[CH2:2]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86697247Methyl 2-((S)-6-((R)-4-(4-(2,5-dihydrofuran-3-yl)-2,6-dimethylphenyl)-7-fluoro-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetate

Product 1

HCID 866972482-((S)-6-((R)-4-(4-(2,5-Dihydrofuran-3-yl)-2,6-dimethylphenyl)-7-fluoro-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The title compound is prepared from methyl 2-((S)-6-((R)-4-(4-(2,5-dihydrofuran-3-yl)-2,6-dimethylphenyl)-7-fluoro-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetate following a procedure analogous to that described in Step 2 of Intermediate 30 using NaOH instead of LiOH×H2O. LC (method 9): tR=0.16 min; Mass spectrum (ESI+): m/z=501 [M+H]+.

Sources & evidence

ORD record
ord-d39d1f157cb74448a2928dcdb1c84ab8
Source dataset
uspto-grants-2014_02
Patent number
US08642585B2

Reaction notes

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