Morpholine → Benzyl (1r)-1-(hydroxymethyl)-3-(4-morpholinyl)-3-oxopropylcarbamate

HRID 731553

Reaktionsgleichung

Reaktionsgleichung von HRID 731553
[O:1]=[C:2]1[O:6][CH2:5][C@H:4]([NH:7][C:8](=[O:17])[O:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:3]1.[NH:18]1[CH2:23][CH2:22][O:21][CH2:20][CH2:19]1>O1CCOCC1>[OH:6][CH2:5][C@H:4]([NH:7][C:8](=[O:17])[O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH2:3][C:2]([N:18]1[CH2:23][CH2:22][O:21][CH2:20][CH2:19]1)=[O:1]

Komponenten

4

Edukt 2

HCID 8083MorpholineHCID 697924(R)-Benzyl (5-oxotetrahydrofuran-3-yl)carbamate

Produkt 1

HCID 59186710Benzyl (1r)-1-(hydroxymethyl)-3-(4-morpholinyl)-3-oxopropylcarbamateAusbeute 86 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A solution of EXAMPLE 21B (13.5 g, 57.4 mmol) and morpholine (10.0 mL, 115 mmol) in dioxane (100 mL) was stirred at 70° C. for 18 hours. The solution was concentrated and purified by silica gel chromatography eluting with 10% methanol/ethyl acetate to provide the desired product 6.0 g, 86%).

Aufarbeitung

  1. concentrationThe solution was concentrated
  2. custompurified by silica gel chromatography
  3. washeluting with 10% methanol/ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-bff9c613403b4e95be6fe0c912eb22be
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07585858B2

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