(S)-1-Boc-3-methylpiperazine → tert-butyl (3S)-4-[(2S)-2-hydroxy-3-(2-methylbenzothiazol-6-yloxy)propyl]-3-methylpiperazinecarboxylate

HRID 22721Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 22721
[CH3:1][C@@H:2]1[NH:7][CH2:6][CH2:5][N:4]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:3]1.[CH3:15][C:16]1[S:17][C:18]2[CH:24]=[C:23]([O:25][CH2:26][CH:27]3[CH2:29][O:28]3)[CH:22]=[CH:21][C:19]=2[N:20]=1>C(O)C>[OH:28][C@H:27]([CH2:26][O:25][C:23]1[CH:22]=[CH:21][C:19]2[N:20]=[C:16]([CH3:15])[S:17][C:18]=2[CH:24]=1)[CH2:29][N:7]1[CH2:6][CH2:5][N:4]([C:8]([O:10][C:11]([CH3:13])([CH3:12])[CH3:14])=[O:9])[CH2:3][C@@H:2]1[CH3:1]

Komponenten

4

Edukt 2

HCID 7023035(S)-1-Boc-3-methylpiperazineHCID 225916342-Methyl-6-(oxiran-2-ylmethoxy)benzothiazole

Produkt 1

HCID 86759596tert-butyl (3S)-4-[(2S)-2-hydroxy-3-(2-methylbenzothiazol-6-yloxy)propyl]-3-methylpiperazinecarboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

The compound of formula (B) was reacted with 2-methyl-6-(oxiran-2-ylmethoxy)benzothiazole (3 g, 7.3 mmol), a compound of formula (C), in ethanol. The reaction was refluxed for about 24 hours. When the reaction was substantially complete, the solvent was removed under reduced pressure, followed by preparative thin layer chromatography to render tert-butyl (3S)-4-[(2S)-2-hydroxy-3-(2-methylbenzothiazol-6-yloxy)propyl]-3-methylpiperazinecarboxylate, a compound of formula (D).

Aufarbeitung

  1. temperatureThe reaction was refluxed for about 24 hours
  2. customthe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-342833ffccb34641bf4a1d6b2ad4e828
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06849632B2

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