Sodium Hydroxide → (2S)-3-{4-[3-(3-Chloro-biphenyl-4-yloxy)-propoxy]-phenyl}-2-methoxy-propionic acid

HRID 459234Notes

Reaction equation

HRID 459234 reaction equation
C([O:3][C:4](=[O:20])[C@@H:5]([O:18][CH3:19])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH2:15][CH2:16]Br)=[CH:9][CH:8]=1)C.[Cl:21][C:22]1[CH:23]=[C:24]([C:28]2[CH:33]=[CH:32][C:31](O)=[CH:30][CH:29]=2)[CH:25]=[CH:26][CH:27]=1.[OH-:35].[Na+]>>[Cl:21][C:22]1[CH:23]=[C:24]([C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH:25]=[CH:26][C:27]=1[O:35][CH2:16][CH2:15][CH2:14][O:13][C:10]1[CH:9]=[CH:8][C:7]([CH2:6][C@H:5]([O:18][CH3:19])[C:4]([OH:3])=[O:20])=[CH:12][CH:11]=1

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 144680054-(3-Chlorophenyl)phenolHCID 58822859(2S)-3-[4-(3-Bromopropoxy)-phenyl]-2-methoxy-propionic acid ethyl ester

Product 1

HCID 69424125(2S)-3-{4-[3-(3-Chloro-biphenyl-4-yloxy)-propoxy]-phenyl}-2-methoxy-propionic acid

Procedure

(2S)-3-[4-(3-Bromo-propoxy)-phenyl]-2-methoxy-propionic acid ethyl ester from 0, Step A was treated with 3′-Chloro-biphenyl-4-ol from Step A under the Standard Procedure J. The compound thus obtained was allowed to react under Standard hydrolysis procedure C (NaOH) to give the title compound. MS(ES) for C25H25ClO5 [M+NH4]+: 458, [M+Na]+: 463.

Workup

  1. customThe compound thus obtained

Sources & evidence

ORD record
ord-a9c60432a0a84a768069f886496cfb96
Source dataset
uspto-grants-2007_03
Patent number
US07192982B2

Reaction notes

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