Reaktion #93624

ord-9467eceeb36a40d495d494c62f48dd2c

Reaktionsgleichung

O=C(N[C@@H](Cc1ccccc1)C(=O)N[C@@H](Cc1ccccc1)C(=O)O)OCc1ccccc1
Z-Phe-Phe-OH
CC[C@H](C)[C@H](NC(=O)[C@@H](NC(=O)[C@@H](N)CC(C)C)C(C)C)C(=O)N[C@@H](Cc1c[nH]cn1)C(N)=O
H-Leu-Val-Ile-His-NH2
→
CC[C@H](C)[C@H](NC(=O)[C@@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](Cc1ccccc1)NC(=O)OCc1ccccc1)C(C)C)C(=O)N[C@@H](Cc1c[nH]cn1)C(N)=O
title compound
CC[C@H](C)[C@H](NC(=O)[C@@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](Cc1ccccc1)NC(=O)OCc1ccccc1)C(C)C)C(=O)N[C@@H](Cc1c[nH]cn1)C(N)=O
Z-Phe-Phe-Leu-Val-Ile-His-NH2

Edukte

O=C(N[C@@H](Cc1ccccc1)C(=O)N[C@@H](Cc1ccccc1)C(=O)O)OCc1ccccc1
Z-Phe-Phe-OH
CC[C@H](C)[C@H](NC(=O)[C@@H](NC(=O)[C@@H](N)CC(C)C)C(C)C)C(=O)N[C@@H](Cc1c[nH]cn1)C(N)=O
H-Leu-Val-Ile-His-NH2

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

In a manner analogous to that described in Example 1, using as starting materials 54 mg of Z-Phe-Phe-OH(Bachem AG, Bubendorf, Switzerland) and 75 mg of H-Leu-Val-Ile-His-NH2, the title compound is obtained after the addition of 26 mg of HOBt and 42 mg of DCCI and chromatographic purification over a LOBAR® prefabricated column (eluant: methylene chloride/methanol/water 50:10:1). Rf (B10)=0.35.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04613676uspto-grants-1986_09