Sodium Hydroxide → 2-Methoxy-3-{2-methoxy-4-[3-(4-phenoxy-phenoxy)-propoxy]-phenyl}-propionic acid

HRID 459207Notes

Reaction equation

HRID 459207 reaction equation
C([O:3][C:4](=[O:18])[CH:5]([CH2:8][C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][C:10]=1[O:16][CH3:17])CC)C.[O:19]([C:26]1[CH:36]=[CH:35][C:29]([O:30][CH2:31][CH2:32][CH2:33]O)=[CH:28][CH:27]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.C[CH:38]([O:40]C(/N=N/C(OC(C)C)=O)=O)C.C1(C)C=CC=CC=1.[OH-].[Na+]>>[CH3:38][O:40][CH:5]([CH2:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:33][CH2:32][CH2:31][O:30][C:29]2[CH:35]=[CH:36][C:26]([O:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[CH:27][CH:28]=2)=[CH:11][C:10]=1[O:16][CH3:17])[C:4]([OH:3])=[O:18]

Participants

5

Reactant 4

HCID 14798Sodium HydroxideHCID 102435403-(4-Phenoxyphenoxy)-propan-1-olHCID 694212632-(4-Hydroxy-2-methoxy-benzyl)-butyric acid ethyl esterHCID 178459888HCID 178459888, compound

Product 1

HCID 101825202-Methoxy-3-{2-methoxy-4-[3-(4-phenoxy-phenoxy)-propoxy]-phenyl}-propionic acid

Procedure

A mixture solution of 2-(4-Hydroxy-2-methoxy-benzyl)-butyric acid ethyl ester from Example 188, Step C and 3-(4-phenoxy-phenoxy)-propan-1-ol were allowed to react under the Standard Mitsounobu coupling conditions B (DIAD/toluene) to give the corresponding coupled product which by the Standard hydrolysis procedure C (NaOH) yielded the title compound. MS (ES) for C26H28O7 [M+Na]+: 475.

Workup

  1. customto give the

Sources & evidence

ORD record
ord-862fcc2562b34835ae40a05762bfbb04
Source dataset
uspto-grants-2007_03
Patent number
US07192982B2

Reaction notes

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