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 1250716Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1250716
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 90,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

tert-Butyl 3-{3-[(benzyloxy)methyl]-2-methoxy-4pyridinyl}-3-hydroxypentanoate (1 g, 2.5 numol) 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-ae2fa0bcf9904a2288611f5658254b54
Quelldatensatz
uspto-grants-2002_01
Patentnummer
US06339091B1

Notizen zur Reaktion

Wird geladen…