Reaktion #323688

ord-b087f1b601174045bf9e00628e47669c

Reaktionsgleichung

N[C@@H](CCCCNC(=O)OCc1ccccc1)C(=O)O
Nε -benzyloxycarbonyl-L-lysine
CCCCCCCCCCCCCCCC(=O)OC(CCCCCCCCCCCCCCC)CC(=O)N[C@@H](CCCCNC(=O)OCc1ccccc1)C(=O)O
Nα -(3-hexadecanoyloxyoctadecanoyl)-Nε -benzyloxycarbonyl-L-lysine
→
CCCCCCCCCCCCCCCC(=O)OC(CCCCCCCCCCCCCCC)CC(=O)N[C@@H](CCCCNC(=O)OCc1ccccc1)C(=O)N[C@@H](CCCCNC(=O)OCc1ccccc1)C(=O)O
Nα -[Nα -(3-hexadecanoyloxyoctadecanoyl)-Nε -benzyloxycarbonyl-L-lysyl]-Nε -benzyloxycarbonyl-L-lysine
Ausbeute 67.8%

Edukte

N[C@@H](CCCCNC(=O)OCc1ccccc1)C(=O)O
Nε -benzyloxycarbonyl-L-lysine
—
N-hydroxysuccinimide ester
CCCCCCCCCCCCCCCC(=O)OC(CCCCCCCCCCCCCCC)CC(=O)N[C@@H](CCCCNC(=O)OCc1ccccc1)C(=O)O
Nα -(3-hexadecanoyloxyoctadecanoyl)-Nε -benzyloxycarbonyl-L-lysine
—
Example 20 ( 1 )

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeprepared by the method

Vorschrift

Starting from N-hydroxysuccinimide ester of Nα -(3-hexadecanoyloxyoctadecanoyl)-Nε -benzyloxycarbonyl-L-lysine (3 g) prepared by the method described in Example 20 (1), and Nε -benzyloxycarbonyl-L-lysine (2.24 g), Nα -[Nα -(3-hexadecanoyloxyoctadecanoyl)-Nε -benzyloxycarbonyl-L-lysyl]-Nε -benzyloxycarbonyl-L-lysine (2.7 g) was obtained as crystals according to a similar manner to that of Example 16 (2).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04643990uspto-grants-1987_02