Ammonia → tert-butyl 4-[(2S)-3-amino-2-hydroxy-propyl]piperazine-1-carboxylate

HRID 2364687Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2364687
[O:1]1[CH2:3][C@H:2]1[CH2:4][N:5]1[CH2:10][CH2:9][N:8]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:7][CH2:6]1.[NH3:18]>C(O)C>[NH2:18][CH2:3][C@H:2]([OH:1])[CH2:4][N:5]1[CH2:10][CH2:9][N:8]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[CH2:7][CH2:6]1

Komponenten

4

Edukt 2

HCID 222AmmoniaHCID 11010131Tert-butyl 4-[[(2R)-oxiran-2-yl]methyl]piperazine-1-carboxylate

Produkt 1

HCID 7144880tert-butyl 4-[(2S)-3-amino-2-hydroxy-propyl]piperazine-1-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

Tert-butyl 4-[[(2R)-oxiran-2-yl]methyl]piperazine-1-carboxylate 7b (3.55 g, 14.70 mmol) was dissolved in 40 mL of ethanol followed by the addition of 40 mL of aqueous ammonia, stirred for 12 hours. The resulting solution was heated to 50° C. and stirred for another 1 hour, then concentrated under reduced pressure to obtain the crude title compound tert-butyl 4-[(2S)-3-amino-2-hydroxy-propyl]piperazine-1-carboxylate 7c (3.40 g) as a light yellow solid, which was used in the next step without further furification.

Aufarbeitung

  1. stirringstirred for another 1 hour
  2. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-a6815d09190c420f9a36eab9d568d9cb
Quelldatensatz
uspto-grants-2014_04
Patentnummer
US08691822B2

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