Reaktion #323679

ord-52cab8564f564df6bf0dd4b4ffcd6ac2

Reaktionsgleichung

CCCCCCCCCCCCCCCC(=O)OC(CCCCCCCCCCCCCCC)CC(=O)N[C@@H](CCCCNC(=O)OCc1ccccc1)C(=O)O
Nα -(3-hexadecanoyloxyoctadecanoyl)-Nε -benzyloxycarbonyl-L-lysine
N[C@@H](CCC(=O)O)C(=O)O
L-glutamic acid
→
CCCCCCCCCCCCCCCC(=O)OC(CCCCCCCCCCCCCCC)CC(=O)N[C@@H](CCCCNC(=O)OCc1ccccc1)C(=O)N[C@@H](CCC(=O)O)C(=O)O
N-[Nα -(3-hexadecanoyloxyoctadecanoyl)-Nε -benzyloxycarbonyl-L-lysyl]-L-glutamic acid
Ausbeute 68.9%

Edukte

—
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
N[C@@H](CCC(=O)O)C(=O)O
L-glutamic acid

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

Starting from N-hydroxysuccinimide ester of Nα -(3-hexadecanoyloxyoctadecanoyl)-Nε -benzyloxycarbonyl-L-lysine (3 g) prepared above and L-glutamic acid (1.18 g), N-[Nα -(3-hexadecanoyloxyoctadecanoyl)-Nε -benzyloxycarbonyl-L-lysyl]-L-glutamic acid (2.4 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