(2S)-3-{3-Allyl-4-[3-(4-phenoxy-phenoxy)-propoxy]-phenyl}-2-methoxy-propionic acid ethyl ester → (2S)-2-Methoxy-3-{4-[3-(4-phenoxy-phenoxy)-propoxy]-3-propyl-phenyl}-propionic acid

HRID 459166Notes

Reaction equation

HRID 459166 reaction equation
C([O:3][C:4](=[O:36])[C@@H:5]([O:34][CH3:35])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH2:15][CH2:16][O:17][C:18]2[CH:23]=[CH:22][C:21]([O:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)=[CH:20][CH:19]=2)=[C:9]([CH2:31][CH:32]=[CH2:33])[CH:8]=1)C>C(O)C>[CH3:35][O:34][C@@H:5]([CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH2:15][CH2:16][O:17][C:18]2[CH:19]=[CH:20][C:21]([O:24][C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=3)=[CH:22][CH:23]=2)=[C:9]([CH2:31][CH2:32][CH3:33])[CH:8]=1)[C:4]([OH:36])=[O:3]

Participants

3

Reactant 1

HCID 58822874(2S)-3-{3-Allyl-4-[3-(4-phenoxy-phenoxy)-propoxy]-phenyl}-2-methoxy-propionic acid ethyl ester

Product 1

HCID 58822628(2S)-2-Methoxy-3-{4-[3-(4-phenoxy-phenoxy)-propoxy]-3-propyl-phenyl}-propionic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of (2S)-3-{3-Allyl-4-[3-(4-phenoxy-phenoxy)-propoxy]-phenyl}-2-methoxy-propionic acid ethyl ester, from Example 148, Step B, was dissolved in ethanol and treated with H2 under balloon pressure. Filtered through a pad of celite and concentrated to dryness. The compound thus obtained was treated under, standard hydrolysis procedure C to give the title compound.

Workup

  1. additiontreated with H2 under balloon pressure
  2. filtrationFiltered through a pad of celite
  3. concentrationconcentrated to dryness
  4. customThe compound thus obtained
  5. additionwas treated under,
  6. customstandard hydrolysis procedure C

Sources & evidence

ORD record
ord-53412bedcad14b549143b96fcfa20645
Source dataset
uspto-grants-2007_03
Patent number
US07192982B2

Reaction notes

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