反応 #409888

ord-d33a30efb3ad43c08c8effc2bb3c6794

反応方程式

COC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](C)N
N-(L-alaninyl)-L-phenylalanine methyl ester
C[C@H](NC(=O)OC(C)(C)C)C(=O)O
N-BOC-L-alanine
COC(=O)[C@@H](N)Cc1ccccc1
L-phenylalanine methyl ester
C=CCCC(=O)N[C@@H](C)C(=O)N[C@@H](Cc1ccccc1)C(=O)OC
title compound
C=CCCC(=O)N[C@@H](C)C(=O)N[C@@H](Cc1ccccc1)C(=O)OC
N-[N-(Pent-4-enoyl)-L-alaninyl]-L-phenylalanine Methyl Ester

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他prepared
  2. 2
    その他followed by removal of the BOC-group
  3. 3
    その他the product was purified by flash chromatography

実験手順

Following General Procedure A and using N-(L-alaninyl)-L-phenylalanine methyl ester (prepared by coupling N-BOC-L-alanine (Sigma) and L-phenylalanine methyl ester (Sigma) using General Procedure A, followed by removal of the BOC-group using General Procedure Y) and pent-4-enoic acid (Aldrich), the title compound was prepared as a solid (mp=125.5-126.5° C.). The reaction was monitored by tlc (Rf=0.32 in 50% EtOAc/hexanes; 0.51 in 10% CH3OH/CH2Cl2) and the product was purified by flash chromatography using 10% CH3OH/CH2Cl2 as the eluent.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US06211235B1uspto-grants-2001_04