Reaktion #2345675

ord-7a3ee2c108d44fbe8ba9cc7336cd3aa8

Reaktionsgleichung

O=C(Cl)[C@@H]1CCCN1C(=O)OCc1ccccc1
CBZ-L-Pro-Cl
Cl.O=C(C1CCCN1)C(F)(F)C(F)(F)F
2-(2,2,3,3,3-pentafluoro-1-oxopropyl)pyrrolidine hydrochloride
CN1CCOCC1
N-methylmorpholine
O=C(OCc1ccccc1)N1CCCC1C(=O)N1CCCC1C(=O)C(F)(F)C(F)(F)F
desired product
O=C(OCc1ccccc1)N1CCCC1C(=O)N1CCCC1C(=O)C(F)(F)C(F)(F)F
2-[[2-(2,2,3,3,3-pentafluoro-1-oxopropyl)-1-pyrrolidinyl]carbonyl]-1-pyrrolidinecarboxylic acid, phenylmethyl ester

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    EinengenAfter 2.5 hours the reaction was concentrated
  2. 2
    Sonstigethe product purified by flash chromatography on silica gel column
  3. 3
    Wascheneluting with ethyl acetate/hexane (50:50)
  4. 4
    SonstigeProduct fractions were collected
  5. 5
    Einengenconcentrated

Vorschrift

Methylene chloride (10 ml) was added to CBZ-L-Pro-Cl which was then reacted under argon with a suspension of 2-(2,2,3,3,3-pentafluoro-1-oxopropyl)pyrrolidine hydrochloride (compound from Example IC; 2.49 mmol) and N-methylmorpholine (0.54 ml; 4.98 mmol) dissolved in methylene chloride (7 ml). After 2.5 hours the reaction was concentrated and brought up in methylene chloride (1 ml) and the product purified by flash chromatography on silica gel column eluting with ethyl acetate/hexane (50:50). Product fractions were collected and concentrated to give the desired product (0.52 g) as a colorless oil.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05661167uspto-grants-1997_08