Sodium triacetoxyborohydride → Ethyl 4-[cyclopropyl(oxetan-3-yl)amino]cyclohexane-1-carboxylate

HRID 707009Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 707009
[CH:1]1([NH:4][CH:5]2[CH2:10][CH2:9][CH:8]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH2:7][CH2:6]2)[CH2:3][CH2:2]1.[O:16]1[CH2:19][C:18](=O)[CH2:17]1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>ClCCl>[CH:1]1([N:4]([CH:18]2[CH2:19][O:16][CH2:17]2)[CH:5]2[CH2:10][CH2:9][CH:8]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH2:7][CH2:6]2)[CH2:2][CH2:3]1

Komponenten

5

Edukt 3

HCID 5049666Sodium triacetoxyborohydrideHCID 150242543-OxetanoneHCID 67126892Ethyl 4-(cyclopropylamino)cyclohexanecarboxylate

Produkt 1

HCID 67126835Ethyl 4-[cyclopropyl(oxetan-3-yl)amino]cyclohexane-1-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a solution of EXAMPLE 329A (1.05 g) in dichloromethane (10 mL) was added oxetan-3-one (0.358 g) followed by sodium triacetoxyborohydride (1.05 g). The mixture was stirred overnight. The mixture was diluted with dichloromethane (300 mL) and washed with 2N aqueous NaOH, water, brine and dried over Na2SO4. Filtration and evaporation of the solvent gave the title compound.

Aufarbeitung

  1. washwashed with 2N aqueous NaOH, water, brine
  2. dry with materialdried over Na2SO4
  3. filtrationFiltration and evaporation of the solvent

Quellen und Nachweise

ORD-Eintrag
ord-f26b5e5783d048be96443c3907d27afd
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09174982B2

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