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

HRID 459206Notes

Reaction equation

HRID 459206 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[CH2:20][CH2:21][CH2:22][O:23][C:24]1[CH:29]=[CH:28][C:27]([C:30]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)=[O:31])=[CH:26][CH:25]=1.C[CH:39]([O:41]C(/N=N/C(OC(C)C)=O)=O)C.C1(C)C=CC=CC=1.[OH-].[Na+]>>[C:30]([C:27]1[CH:28]=[CH:29][C:24]([O:23][CH2:22][CH2:21][CH2:20][O:15][C:12]2[CH:13]=[CH:14][C:9]([CH2:8][CH:5]([O:41][CH3:39])[C:4]([OH:3])=[O:18])=[C:10]([O:16][CH3:17])[CH:11]=2)=[CH:25][CH:26]=1)(=[O:31])[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1

Participants

5

Reactant 4

HCID 14798Sodium HydroxideHCID 15879680[4-(3-Hydroxy-propoxy)-phenyl]-phenyl-methanoneHCID 694212632-(4-Hydroxy-2-methoxy-benzyl)-butyric acid ethyl esterHCID 178459888HCID 178459888, compound

Product 1

HCID 184436213-{4-[3-(4-Benzoyl-phenoxy)-propoxy]-2-methoxy-phenyl}-2-methoxy-propionic acid

Procedure

A mixture solution of 2-(4-Hydroxy-2-methoxy-benzyl)-butyric acid ethyl ester from Example 188, Step C and [4-(3-Hydroxy-propoxy)-phenyl]-phenyl-methanone 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) yield the title compound. MS (ES) for C27H28O7 [M+H]+: 465.

Workup

  1. customto give the

Sources & evidence

ORD record
ord-e123f916d1924485b78fc99aa0249660
Source dataset
uspto-grants-2007_03
Patent number
US07192982B2

Reaction notes

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