Reaktion #323690

ord-5c5beb7c7dd342da8c0e8d57a8870e20

Reaktionsgleichung

CCCCCCCCCCCCCCCC(=O)OC(CCCCCCCCCCCCCCC)CC(=O)N[C@@H](CCCCNC(=O)OCc1ccccc1)C(=O)O
Nα -(3-hexadecanoyloxyoctadecanoyl)-Nε -benzyloxycarbonyl-L-lysine
C[C@@H](O)[C@H](N)C(=O)O
L-threonine
→
CCCCCCCCCCCCCCCC(=O)OC(CCCCCCCCCCCCCCC)CC(=O)N[C@@H](CCCCNC(=O)OCc1ccccc1)C(=O)N[C@H](C(=O)O)[C@@H](C)O
N-[Nα -(3-hexadecanoyloxyoctadecanoyl)-Nε -benzyloxycarbonyl-L-lysyl]-L-threonine
Ausbeute 79.5%

Edukte

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

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

Starting from Nα -(3-hexadecanoyloxyoctadecanoyl)-Nε -benzyloxycarbonyl-L-lysine (2.68 g) prepared by the method of Example 20 (1), and L-threonine (0.95 g), N-[Nα -(3-hexadecanoyloxyoctadecanoyl)-Nε -benzyloxycarbonyl-L-lysyl]-L-threonine (2.4 g) was obtained as crystals according to a similar manner to that of Example 32.

Quelle

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