Reaktion #409264

ord-342e9c10c45243bf9f573731b2761e82

Reaktionsgleichung

CCOC(=O)C(C)N(CCCC(C)=O)C(=O)OC(C)(C)C
4-6
CCOC(=O)C(C)N(CCCC(C)=O)C(=O)OC(C)(C)C
[Tert-butoxycarbonyl-(4-oxo-pentyl)-amino]-propionic acid ethyl ester
Nc1ncccc1C=O
2-amino-3-formylpyridine
O=C(O)[C@@H]1CCCN1
proline
CCOC(=O)C(C)N(CCCc1ccc2cccnc2n1)C(=O)OC(C)(C)C
4-7
CCOC(=O)C(C)N(CCCc1ccc2cccnc2n1)C(=O)OC(C)(C)C
[Tert-butoxycarbonyl-(3-[1,8]naphthyridin-2-yl-propyl)-amino]-propionic acid ethyl ester

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturat reflux for 15 h
  2. 2
    TemperaturAfter cooling
  3. 3
    Sonstigeevaporation
  4. 4
    Sonstigethe residue was chromatographed (silica gel, 1:1 chloroform/ethyl acetate)

Vorschrift

To a solution of 4-6 (12 g, 40 mmol), 2-amino-3-formylpyridine (6.3 g, 52 mmol), proline (4.6 g, 40 mmol) and ethanol (300 mL) was heated at reflux for 15 h. After cooling and evaporation, the residue was chromatographed (silica gel, 1:1 chloroform/ethyl acetate) to give 4-7 as a yellow oil.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06211191B1uspto-grants-2001_04