N-(N-tert-Butoxycarbonylpipecolyl)-4-amino-5-benzyloxy-2-oxo-tetrahydrofuran → N-Pipecolyl-4-amino-5-benzyloxy-2-oxotetrahydrofuran

HRID 502300Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 502300
C(OC([N:8]1[CH2:30][CH2:29][CH2:28][CH2:27][CH:9]1[C:10]([NH:12][CH:13]1[CH:17]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[O:16][C:15](=[O:26])[CH2:14]1)=[O:11])=O)(C)(C)C>FC(F)(F)C(O)=O.ClCCl>[NH:8]1[CH2:30][CH2:29][CH2:28][CH2:27][CH:9]1[C:10]([NH:12][CH:13]1[CH:17]([O:18][CH2:19][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[O:16][C:15](=[O:26])[CH2:14]1)=[O:11]

Komponenten

4

Edukt 1

HCID 22977785N-(N-tert-Butoxycarbonylpipecolyl)-4-amino-5-benzyloxy-2-oxo-tetrahydrofuran

Produkt 1

HCID 66756117N-Pipecolyl-4-amino-5-benzyloxy-2-oxotetrahydrofuranAusbeute 84,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittel2×HCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

N—(N-tert-Butoxycarbonylpipecolyl)-4-amino-5-benzyloxy-2-oxo-tetrahydrofuran (654 mg) was dissolved in 15 ml of 25% trifluoroacetic acid in dichloromethane and stirred at room temperature. The mixture was concentrated to give a gummy residue. The residue was dissolved in dichloromethane and washed with 10% sodium bicarbonate. The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated to give 422 mg of the title compound as a beige solid.

Aufarbeitung

  1. concentrationThe mixture was concentrated
  2. customto give a gummy residue
  3. washwashed with 10% sodium bicarbonate
  4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-e15bcc51435148ee95c22aae9cfb3c90
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07772366B2

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