HCID 10112472, compound → HCID 58822959, compound

HRID 459145Notes

Reaction equation

HRID 459145 reaction equation
[C:1]1([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:6]=[CH:5][C:4]([O:7][CH2:8][CH2:9][CH2:10][C:11]#[C:12][C:13]2[CH:18]=[CH:17][C:16]([CH2:19][C@H:20]([O:24][CH3:25])[C:21]([OH:23])=[O:22])=[CH:15][CH:14]=2)=[CH:3][CH:2]=1.[H][H]>CO.[Pd]>[C:1]1([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)[CH:2]=[CH:3][C:4]([O:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([CH2:19][C@H:20]([O:24][CH3:25])[C:21]([OH:23])=[O:22])=[CH:15][CH:14]=2)=[CH:5][CH:6]=1

Participants

5

Reactant 2

HCID 10112472HCID 10112472, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 58822959HCID 58822959, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The title compound was prepared as follows: (2S)-3-{4-[5-(Biphenyl-4-yloxy)-pent-1-ynyl]-phenyl}-2-methoxy-propionic acid from Example 21 (0.08 mmol) was dissolved in methanol (10 mL). Palladium 10% on activated carbon (0.004 g, 0.004 mmol) was added and the solution saturated with hydrogen (1 Atm) and stirred for 5 hours. The mixture was filtered through a pad of celite and concentrated under vacuum. The residue was purified by column chromatography. MS (ES) for C27H30O4 [M−H]−: 417.3.

Workup

  1. filtrationThe mixture was filtered through a pad of celite
  2. concentrationconcentrated under vacuum
  3. customThe residue was purified by column chromatography

Sources & evidence

ORD record
ord-aeaec3ae02f64c23a80537711dc4a9a4
Source dataset
uspto-grants-2007_03
Patent number
US07192982B2

Reaction notes

Loading…