반응 #93635

ord-b530877672bb40398e6c59f1a43ac3a5

반응 방정식

CC(C)C[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@H](C(=O)O)C(C)C.C[NH-]
Z-Leu-Val methyl amide
CC(C)C[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@H](C(=O)O)C(C)C
Z-Leu-Val-OH
On1nnc2ccccc21
HOBt
C(=NC1CCCCC1)=NC1CCCCC1
DCCI
CN
methylamine
→
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

반응물

CC(C)C[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@H](C(=O)O)C(C)C.C[NH-]
Z-Leu-Val methyl amide
CC(C)C[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@H](C(=O)O)C(C)C
Z-Leu-Val-OH
On1nnc2ccccc21
HOBt
C(=NC1CCCCC1)=NC1CCCCC1
DCCI
CN
methylamine

시약

없음

용매

CN(C)C=O
DMF

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    workup.WAITis left

실험 절차

Z-Leu-Val-methyl amide: A mixture of 100 mg of Z-Leu-Val-OH (Example 1e), 2 ml of DMF, 49 mg of HOBt and 66 mg of DCCI is left to stand at 0° for 24 hours. An excess of methylamine is added to the mixture and the whole is stirred for 2 hours at 0° and for 2 hours at room temperature. The title compound is obtained in the form of a colourless oil after flash chromatography with system N3. Rf (N7)=0.55.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US04613676uspto-grants-1986_09