Reaktion #2152786

ord-09bfb647c6bd47048292acc80f485c79

Reaktionsgleichung

O=C(O)c1cc2cc(Cl)ccc2nc1Cl
2,6-dichloroquinoline-3-carboxylic acid
N[C@@H](CCCCNC(=O)OCc1ccccc1)C(=O)O
N(ε)-Cbz-L-lysine
→
O=C(NCCCC[C@H](Nc1nc2ccc(Cl)cc2cc1C(=O)O)C(=O)O)OCc1ccccc1
title compound
Ausbeute 43.0%
O=C(NCCCC[C@H](Nc1nc2ccc(Cl)cc2cc1C(=O)O)C(=O)O)OCc1ccccc1
2-((S)-5-Benzyloxycarbonylamino-1-carboxy-pentylamino)-6-chloro-quinoline-3-carboxylic acid
Ausbeute 43.0%

Edukte

O=C(O)c1cc2cc(Cl)ccc2nc1Cl
2,6-dichloroquinoline-3-carboxylic acid
N[C@@H](CCCCNC(=O)OCc1ccccc1)C(=O)O
N(ε)-Cbz-L-lysine

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

In close analogy to the procedure described in Example 1, 2,6-dichloroquinoline-3-carboxylic acid is reacted with N(ε)-Cbz-L-lysine to provide the title compound in 43% yield as yellow needles (recrystallization from EtOH/water).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08288549B2uspto-grants-2012_10