3-(4-Phenylphenoxy)-1-propanol → 3-{4-[3-(Biphenyl-4-yloxy)-propoxy]-2-methoxy-phenyl}-2-methoxy-propionic acid

HRID 459205Notes

Reaction equation

HRID 459205 reaction equation
C[O:2][C:3](=[O:17])[CH:4]([CH2:7][C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][C:9]=1[O:15][CH3:16])CC.[C:18]1([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH:23]=[CH:22][C:21]([O:24][CH2:25][CH2:26][CH2:27]O)=[CH:20][CH:19]=1.C[CH:36]([O:38]C(/N=N/C(OC(C)C)=O)=O)C.C1(C)C=CC=CC=1>>[C:18]1([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH:23]=[CH:22][C:21]([O:24][CH2:25][CH2:26][CH2:27][O:14][C:11]2[CH:12]=[CH:13][C:8]([CH2:7][CH:4]([O:38][CH3:36])[C:3]([OH:2])=[O:17])=[C:9]([O:15][CH3:16])[CH:10]=2)=[CH:20][CH:19]=1

Participants

4

Reactant 3

HCID 283517393-(4-Phenylphenoxy)-1-propanolHCID 694227962-(4-Hydroxy-2-methoxy-benzyl)-butyric acid methyl esterHCID 178459888HCID 178459888, compound

Product 1

HCID 184436343-{4-[3-(Biphenyl-4-yloxy)-propoxy]-2-methoxy-phenyl}-2-methoxy-propionic acid

Procedure

A mixture solution of 2-(4-hydroxy-2-methoxy-benzyl)-butyric acid methyl ester from Step C and 3-(biphenyl-4-yloxy)-propan-1-ol was reacted under the Standard Mitsounobu coupling conditions B (DIAD/toluene) to give the corresponding coupled product, which afforded the title compound via the Standard hydrolysis procedure C (NaOH). MS(ES) for C26H28O6 [M+NH4]+: 454.

Workup

  1. customto give the

Sources & evidence

ORD record
ord-b12b84db683e47bb8bab9a6733e46868
Source dataset
uspto-grants-2007_03
Patent number
US07192982B2

Reaction notes

Loading…