Triethylamine → (1S,2S)-2-(9-carboxynonanoyl)amino-3-morpholino-1-phenyl-1-propanol

HRID 2186663

Reaktionsgleichung

Reaktionsgleichung von HRID 2186663
C(N(CC)CC)C.[C:8]1(=[O:20])[O:19][C:17](=[O:18])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1.[NH2:21][C@@H:22]([CH2:31][N:32]1[CH2:37][CH2:36][O:35][CH2:34][CH2:33]1)[C@H:23]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[OH:24]>C(Cl)Cl>[C:17]([CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][C:8]([NH:21][C@@H:22]([CH2:31][N:32]1[CH2:33][CH2:34][O:35][CH2:36][CH2:37]1)[C@H:23]([C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1)[OH:24])=[O:20])([OH:19])=[O:18]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 75712Oxacycloundecane-2,11-dioneHCID 10513992(1S,2S)-2-amino-3-morpholino-1-phenyl-1-propanol

Produkt 1

HCID 69821578(1S,2S)-2-(9-carboxynonanoyl)amino-3-morpholino-1-phenyl-1-propanolAusbeute 30,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Methylene chloride (10 ml), triethylamine (190 μl, 1.37 mmol) and sebacic anhydride (292.4 mg, 1.59 mmol) were added to (1S,2S)-2-amino-3-morpholino-1-phenyl-1-propanol (316.2 mg, 1.34 mmol), followed by stirring for 5 hours. Then, the solvent was evaporated under reduced pressure. The resulting crude product was purified by silica gel column chromatography (chloroform:methanol=20:1 and chloroform:methanol=9:1) to obtain the title compound (171.1 mg, yield 30.4%) as colorless oil.

Aufarbeitung

  1. customThen, the solvent was evaporated under reduced pressure
  2. customThe resulting crude product was purified by silica gel column chromatography (chloroform:methanol=20:1 and chloroform:methanol=9:1)

Quellen und Nachweise

ORD-Eintrag
ord-84472d4333884cdd92094531e587bd0a
Quelldatensatz
uspto-grants-2002_06
Patentnummer
US06407064B2

Verknüpfte Notizen

Wird geladen…