Reaktion #93627

ord-f3e6f5a68a3b487caa7a5b1363b9e883

Reaktionsgleichung

CCN(C(C)C)C(C)C
ethyldiisopropylamine
CC(C)(C)OC(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)O
BOC-Phe-His-OH
COC(=O)C[C@H](O)[C@H](CC(C)C)NC(=O)[C@H](C)NC(=O)[C@@H](NC(=O)[C@@H](N)CC(C)C)C(C)C.Cl
H-Leu-Val-Ala-Sta-OCH3.HCl
C(=NC1CCCCC1)=NC1CCCCC1
DCCI
On1nnc2ccccc21
HOBT
→
COC(=O)C[C@H](O)[C@H](CC(C)C)NC(=O)[C@H](C)NC(=O)[C@@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)C(C)C
title compound
COC(=O)C[C@H](O)[C@H](CC(C)C)NC(=O)[C@H](C)NC(=O)[C@@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)C(C)C
BOC-Phe-His-Leu-Val-Ala-Sta-OCH3

Edukte

CCN(C(C)C)C(C)C
ethyldiisopropylamine
CC(C)(C)OC(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)O
BOC-Phe-His-OH
COC(=O)C[C@H](O)[C@H](CC(C)C)NC(=O)[C@H](C)NC(=O)[C@@H](NC(=O)[C@@H](N)CC(C)C)C(C)C.Cl
H-Leu-Val-Ala-Sta-OCH3.HCl
C(=NC1CCCCC1)=NC1CCCCC1
DCCI
On1nnc2ccccc21
HOBT

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 52 mg of BOC-Phe-His-OH, 60 mg of H-Leu-Val-Ala-Sta-OCH3.HCl, 18 mg of HOBT, 0.24 ml of ethyldiisopropylamine and 34 mg of DCCI, the title compound is obtained in the form of a colourless powder after flash chromatography (30 g of silica gel 60, 40-63 μm, system N8). Rf(N9)=0.38.

Quelle

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