Methanol → HCID 12046883, Verbindung

HRID 1034637Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1034637
B(F)(F)F.[CH2:5]([O:7][P:8]([N:13]1[CH:19]2[CH:14]1[CH2:15][CH2:16][N:17]([C:20]([O:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[O:21])[CH2:18]2)([O:10][CH2:11][CH3:12])=[O:9])[CH3:6].[CH3:30][OH:31]>>[CH2:5]([O:7][P:8]([NH:13][C@H:19]1[C@H:14]([O:31][CH3:30])[CH2:15][CH2:16][N:17]([C:20]([O:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[O:21])[CH2:18]1)([O:10][CH2:11][CH3:12])=[O:9])[CH3:6]

Komponenten

4

Edukt 3

HCID 887MethanolHCID 6356Boron trifluorideHCID 59455678Benzyl 7-(diethoxyphosphoryl)-3,7-diazabicyclo[4.1.0]heptane-3-carboxylate

Produkt 1

HCID 12046883HCID 12046883, VerbindungAusbeute 94 %

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

BF3 etherate (1.35 mL, 10.6 mmol) was added to a solution of benzyl 7-(diethoxyphosphoryl)-3,7-diazabicyclo[4.1.0]heptane-3-carboxylate (1.96 g, 5.32 mmol) in methanol (10 mL) at 0° C. and stirred at 0° C. for 2 hours. The solvent was removed in vacuo, ethyl acetate (30 mL) and saturated sodium bicarbonate (20 mL) were added. The organic layer was separated, dried (sodium sulfate) and concentrated in vacuo to give trans-benzyl 3-(diethoxyphosphorylamino)-4-methoxypiperidine-1-carboxylate (2.00 g, 94%) as an oil.

Aufarbeitung

  1. customThe solvent was removed in vacuo, ethyl acetate (30 mL) and saturated sodium bicarbonate (20 mL)
  2. additionwere added
  3. customThe organic layer was separated
  4. dry with materialdried (sodium sulfate)
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-c39301c018fd448b8d8d24bf328af827
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08545897B2

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