Reaktion #93634

ord-28c912e117a745d7a7c7a2e45217ce8d

Reaktionsgleichung

C(=NC1CCCCC1)=NC1CCCCC1
DCCI
O=C(N[C@@H](Cc1ccccc1)C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)O)OCc1ccccc1
Z-Phe-His-OH
CC(C)C[C@H](N)C(=O)N[C@H](C(=O)O)C(C)C.C[NH-]
H-Leu-Val methyl amide
On1nnc2ccccc21
HOBt
→
CC(C)C[C@H](NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@H](Cc1ccccc1)NC(=O)OCc1ccccc1)C(=O)N[C@H](C(=O)O)C(C)C.C[NH-]
title compound
CC(C)C[C@H](NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@H](Cc1ccccc1)NC(=O)OCc1ccccc1)C(=O)N[C@H](C(=O)O)C(C)C.C[NH-]
Z-Phe-His-Leu-Val methyl amide

Edukte

C(=NC1CCCCC1)=NC1CCCCC1
DCCI
O=C(N[C@@H](Cc1ccccc1)C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)O)OCc1ccccc1
Z-Phe-His-OH
CC(C)C[C@H](N)C(=O)N[C@H](C(=O)O)C(C)C.C[NH-]
H-Leu-Val methyl amide
On1nnc2ccccc21
HOBt

Reagenzien

Keine

Lösungsmittel

CO.ClCCl
methylene chloride methanol

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

In a manner analogous to that described in Example 1, using as starting materials 50 mg of Z-Phe-His-OH, 28 mg of H-Leu-Val-methyl amide, 18 mg of HOBt and 31 mg of DCCI, the title compound is obtained after flash chromatography (35 g of silica gel 60, 40-63 μm, eluant system methylene chloride/methanol/concentrated ammonia 700:50:1). Rf (B2)=0.43, Rf (S10)=0.68.

Quelle

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