Reaktion #10254

ord-6f32846c3f30491a999c9981e0eac7a6

Reaktionsgleichung

CC(C)CN(CC(=O)O)C(=O)OCC1c2ccccc2-c2ccccc21
FMOC-N-isobutylglycine
O=S(Cl)Cl
thionyl chloride
CN(C)C=O
DMF
CC(C)C[C@H](NC(=O)OCC1c2ccccc2-c2ccccc21)C(=O)O
FMOC-Leu

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeFMOC-Leu*-Cl was prepared
  2. 2
    Einengenconcentrated in vacuo
  3. 3
    workup.DISSOLUTIONrepeatedly dissolving in CH2 Cl2 (3××)

Vorschrift

FMOC-Leu*-Cl was prepared by dissolving FMOC-N-isobutylglycine (150 mg, 0.42 mmol) in CH2 Cl2 (2.8 mL), and adding thionyl chloride (309 μL, 4.2 mmol) and 3 μL DMF (0.04 mmol). The reaction mixture was stirred for 5 hours and concentrated in vacuo, repeatedly dissolving in CH2 Cl2 (3××) to provide FMOC-Leu*-Cl as a colorless oil (146 mg, 92%): IR (cm−1) -1804, 1720, 1715. FMOC-Phe*-Cl was similarly prepared.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07094758B2uspto-grants-2006_08