Reaktion #1519120

ord-8b49e0889e424e8e8ecd2efe5b696ca1

Reaktionsgleichung

O=C(O)[C@@H]1CCCN1C(=O)OCc1ccccc1
Z-L-Pro-OH
O=S(Cl)Cl
thionyl chloride
O=C(Cl)[C@@H]1CCCN1C(=O)OCc1ccccc1
Z-L-Pro-Cl

Reagenzien

Keine

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturis heated
  2. 2
    Temperaturto reflux under nitrogen for 20 minutes
  3. 3
    Einengenconcentrated in vacuo
  4. 4
    Einengenconcentrated

Vorschrift

A mixture of Z-L-Pro-OH E-1 (10.0 g, 40.1 mmol, 1 equiv.) and thionyl chloride (30 mL, 401.2 mmol, 10 equiv.) in DCM (200 mL) is heated to reflux under nitrogen for 20 minutes and concentrated in vacuo. The residual oil is coevaporated with toluene 3×, and concentrated to give Z-L-Pro-Cl as an opaque oil.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07612059B2uspto-grants-2009_11