Ethyl Acetate → N-[[1-[[(1H-Pyrrol-2-yl)carbonyl]amino]cyclohexyl]carbonyl]-L-valinol

HRID 73883

Reaktionsgleichung

Reaktionsgleichung von HRID 73883
[NH:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1C(=O)[C:9](=[O:12])[C:8]2([CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)[N:7]=1.[NH2:18][C@H:19]([CH2:23][OH:24])[CH:20]([CH3:22])[CH3:21].C(OCC)(=[O:27])C>>[NH:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([NH:7][C:8]1([C:9]([NH:18][C@H:19]([CH2:23][OH:24])[CH:20]([CH3:22])[CH3:21])=[O:12])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]1)=[O:27]

Komponenten

4

Edukt 3

HCID 8857Ethyl AcetateHCID 640993L-ValinolHCID 671808492-(1H-pyrrol-2-yl)-3-oxo-1-azaspiro[4.5]dec-1-en-4-one

Produkt 1

HCID 57672919N-[[1-[[(1H-Pyrrol-2-yl)carbonyl]amino]cyclohexyl]carbonyl]-L-valinolAusbeute 76,4 %

Versuchsvorschrift

220 mg (1.01 mmol) of 2-(1H-pyrrol-2-yl)-3-oxo-1-azaspiro[4.5]dec-1-en-4-one was added to a solution of 252 mg (2.45 mmol) of L-valinol in 5 ml of ethyl acetate, and the mixture was stirred at room temperature for 4 days. The reaction solution was distilled off under reduced pressure and the residue was purified by silica gel chromatography to obtain 247 mg (76.4%) of the title compound.

Aufarbeitung

  1. distillationThe reaction solution was distilled off under reduced pressure
  2. customthe residue was purified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-5a20f2b4b1f940e0bcf30ae6f84b7d54
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08829209B2

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