Tert-butyl 3-{3-[(benzyloxy)methyl]-2-methoxy-4-pyridinyl}-3-hydroxypentanoate → Tert-butyl 3-hydroxy-3-[3-(hydroxymethyl)-2-methoxy-4-pyridinyl]pentanoate

HRID 720493Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 720493
C([O:8][CH2:9][C:10]1[C:11]([O:28][CH3:29])=[N:12][CH:13]=[CH:14][C:15]=1[C:16]([OH:27])([CH2:25][CH3:26])[CH2:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])C1C=CC=CC=1>[Pd].C(O)C>[OH:27][C:16]([C:15]1[CH:14]=[CH:13][N:12]=[C:11]([O:28][CH3:29])[C:10]=1[CH2:9][OH:8])([CH2:25][CH3:26])[CH2:17][C:18]([O:20][C:21]([CH3:23])([CH3:22])[CH3:24])=[O:19]

Komponenten

4

Edukt 1

HCID 10834902Tert-butyl 3-{3-[(benzyloxy)methyl]-2-methoxy-4-pyridinyl}-3-hydroxypentanoate

Produkt 1

HCID 21891952Tert-butyl 3-hydroxy-3-[3-(hydroxymethyl)-2-methoxy-4-pyridinyl]pentanoateAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

tert-Butyl 3-{3-[(benzyloxy)methyl]-2-methoxy-4-pyridinyl}-3-hydroxypentanoate (1 g, 2.5 mmol) is subjected to hydrogenolysis at atmospheric pressure and at ambient temperature using 5% palladium on carbon as catalyst (50 mg) and absolute ethanol as solvent (10 ml). Once the reaction has terminated (6 hours), the catalyst is separated by filtration and the solvent is evaporated off, which leaves 0.7 g (90%) of product (K) of a sufficient purity for a subsequent synthetic use.

Aufarbeitung

  1. customis subjected to hydrogenolysis at atmospheric pressure and at ambient temperature
  2. customOnce the reaction has terminated (6 hours)
  3. customthe catalyst is separated by filtration
  4. customthe solvent is evaporated off

Quellen und Nachweise

ORD-Eintrag
ord-215f11e032b04799ae6aa65519420b6a
Quelldatensatz
uspto-grants-2006_11
Patentnummer
US07135478B2

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