Boron trifluoride etherate → N-Cbz-1-(2-aminopropoxy)-2,2,5,5-tetramethylcyclopentane

HRID 255458Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 255458
[C:1]([N:11]1[CH2:13][CH:12]1[CH3:14])([O:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:2].[CH3:15][C:16]1([CH3:24])[CH2:20][CH2:19][C:18]([CH3:22])([CH3:21])[CH:17]1[OH:23].B(F)(F)F.CCOCC.C([O-])(O)=O.[Na+]>C(Cl)Cl>[C:1]([NH:11][CH:12]([CH3:14])[CH2:13][O:23][CH:17]1[C:18]([CH3:22])([CH3:21])[CH2:19][CH2:20][C:16]1([CH3:24])[CH3:15])([O:3][CH2:4][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1)=[O:2]

Komponenten

6

Edukt 4

HCID 8000Boron trifluoride etherateHCID 516892Sodium BicarbonateHCID 5516962,2,5,5-Tetramethylcyclopentan-1-olHCID 21895246Benzyl 2-methylaziridine-1-carboxylate

Produkt 1

HCID 20165723N-Cbz-1-(2-aminopropoxy)-2,2,5,5-tetramethylcyclopentane

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

N-Cbz-2-Methyl aziridine and 2,2,5,5-tetramethyl-1-cyclopentanol are dissolved in CH2Cl2 at 0° C. under argon. Boron trifluoride etherate is added and the flask is stirred overnight. The contents are poured into saturated NaHCO3 and are extracted with ethyl acetate. The organic layer is dried over MgSO4 and evaporated to yield N-Cbz-1-(2-aminopropoxy)-2,2,5,5-tetramethylcyclopentane.

Aufarbeitung

  1. extractionare extracted with ethyl acetate
  2. dry with materialThe organic layer is dried over MgSO4
  3. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-4ff65c0895c04335806c5109ca628da2
Quelldatensatz
uspto-grants-1987_10
Patentnummer
US04698231

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