tert-butyl (3S)-3-(hydroxymethyl)piperazine-1-carboxylate → HCID 86727029, Verbindung

HRID 1501947Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1501947
[CH3:1][C@@H:2]1[CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([CH:12]3[CH2:14][O:13]3)[CH:9]=2)[C:4](=[O:15])[O:3]1.[OH:16][CH2:17][C@H:18]1[NH:23][CH2:22][CH2:21][N:20]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:19]1>>[OH:16][CH2:17][C@H:18]1[N:23]([CH2:14][CH:12]([OH:13])[C:8]2[CH:9]=[C:10]3[C:5](=[CH:6][CH:7]=2)[C:4](=[O:15])[O:3][C@H:2]([CH3:1])[CH2:11]3)[CH2:22][CH2:21][N:20]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:19]1

Komponenten

3

Edukt 2

HCID 24820294tert-butyl (3S)-3-(hydroxymethyl)piperazine-1-carboxylateHCID 86693039(3R)-3-methyl-6-(oxiran-2-yl)-3,4-dihydro-1H-isochromen-1-one

Produkt 1

HCID 86727029HCID 86727029, Verbindung

Versuchsvorschrift

A solution of (3R)-3-methyl-6-(oxiran-2-yl)-3,4-dihydro-1H-isochromen-1-one (325 mg, 1.59 mmol) and tert-butyl (3S)-3-(hydroxymethyl)piperazine-1-carboxylate (345 mg, 1.59 mmol dissolved in EtOH (7 mL)) was heated in a sealed tube to 155° C. for 3 hours in the microwave. The reaction was cooled and concentrated to give crude product which was purified via MPLC (40-100% EtOAc/Hexane) to give the title compound as a mixture of diastereomers.

Aufarbeitung

  1. temperatureThe reaction was cooled
  2. concentrationconcentrated
  3. customto give crude product which
  4. customwas purified via MPLC (40-100% EtOAc/Hexane)

Quellen und Nachweise

ORD-Eintrag
ord-6418979334db4759bfffb306354c104a
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09206199B2

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