tert-butyl (3S)-3-(hydroxymethyl)piperazine-1-carboxylate → HCID 131734287, Verbindung

HRID 1501960Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1501960
[CH3:1][C@@H:2]1[CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:12]3([CH3:15])[CH2:14][O:13]3)[CH:9]=2)[C:4](=[O:16])[O:3]1.[OH:17][CH2:18][C@H:19]1[NH:24][CH2:23][CH2:22][N:21]([C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[CH2:20]1>CCO>[OH:17][CH2:18][C@@H:19]1[N:24]([CH2:14][C:12]([OH:13])([C:8]2[CH:9]=[C:10]3[C:5](=[CH:6][CH:7]=2)[C:4](=[O:16])[O:3][C@@H:2]([CH3:1])[CH2:11]3)[CH3:15])[CH2:23][CH2:22][N:21]([C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[CH2:20]1

Komponenten

4

Edukt 2

HCID 24820294tert-butyl (3S)-3-(hydroxymethyl)piperazine-1-carboxylateHCID 117690299HCID 117690299, Verbindung

Produkt 1

HCID 131734287HCID 131734287, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
110 °C

Versuchsvorschrift

A solution of (3R)-3-methyl-6-(2-methyloxiran-2-yl)-3,4-dihydro-1H-isochromen-1-one (598 mg, 2.74 mmol) and tert-butyl (3S)-3-(hydroxymethyl)piperazine-1-carboxylate (770 mg, 3.56 mmol dissolved in EtOH (15 mL) was heated in a sealed tube to 110° C. for 14 hours. The reaction was cooled and concentrated to give crude product which was purified via MPLC (30-80% EtOAc/Hexane) to give the title compound as a mixture of diastereomers: LC-MS: (M+1)+435;

Aufarbeitung

  1. temperatureThe reaction was cooled
  2. concentrationconcentrated
  3. customto give crude product which
  4. customwas purified via MPLC (30-80% EtOAc/Hexane)

Quellen und Nachweise

ORD-Eintrag
ord-515d4e0ba99d435095938238999373d5
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09206199B2

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