(+)-4,5-dihydro-1-[[[(2,2-dimethyl-1-oxopropoxy)methoxy](4-phenylbutyl)phosphinyl]acetyl]-3-phenyl-1H-pyrazole-5-carboxylic acid, phenylmethyl ester → (+)-4,5-dihydro-1-[[[(2,2-dimethyl-1-oxopropoxy)methoxy] (4-phenylbutyl)phosphinyl]acetyl]-3-phenyl-1H-pyrazole-5-carboxylic acid

HRID 1757942Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1757942
[CH3:1][C:2]([CH3:45])([CH3:44])[C:3](=[O:43])[O:4][CH2:5][O:6][P:7]([CH2:19][C:20]([N:22]1[CH:26]([C:27]([O:29]CC2C=CC=CC=2)=[O:28])[CH2:25][C:24]([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)=[N:23]1)=[O:21])([CH2:9][CH2:10][CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:8].[H][H]>[Pd].CO>[CH3:1][C:2]([CH3:45])([CH3:44])[C:3](=[O:43])[O:4][CH2:5][O:6][P:7]([CH2:19][C:20]([N:22]1[CH:26]([C:27]([OH:29])=[O:28])[CH2:25][C:24]([C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)=[N:23]1)=[O:21])([CH2:9][CH2:10][CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:8]

Komponenten

5

Edukt 2

HCID 86738775(+)-4,5-dihydro-1-[[[(2,2-dimethyl-1-oxopropoxy)methoxy](4-phenylbutyl)phosphinyl]acetyl]-3-phenyl-1H-pyrazole-5-carboxylic acid, phenylmethyl esterHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 20510338(+)-4,5-dihydro-1-[[[(2,2-dimethyl-1-oxopropoxy)methoxy] (4-phenylbutyl)phosphinyl]acetyl]-3-phenyl-1H-pyrazole-5-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

The diester product from part (d) (2.0 g.) is dissolved in 50 ml. of methanol containing 0.5 g. of 5% palladium on carbon catalyst and hydrogenated at 50 psi on a Parr apparatus until cessation of hydrogen uptake (2-4 hours). The catalyst is filtered off and the filtrate is concentrated in vacuo. The residue is triturated with acetonitrile or purified by flash chromatography to give (+)-4,5-dihydro-1-[[[(2,2-dimethyl-1-oxopropoxy)methoxy] (4-phenylbutyl)phosphinyl]acetyl]-3-phenyl-1H-pyrazole-5-carboxylic acid.

Aufarbeitung

  1. filtrationThe catalyst is filtered off
  2. concentrationthe filtrate is concentrated in vacuo
  3. customThe residue is triturated with acetonitrile
  4. custompurified by flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-507bfdfd7d2d48c5b1c770bb4ddb094a
Quelldatensatz
uspto-grants-1983_02
Patentnummer
US04371526

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