반응 #409889

ord-1c6752b8c8aa4a28ace8a27e03593a5b

반응 방정식

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
CCCCCC=CCCC(=O)N[C@@H](C)C(=O)N[C@@H](Cc1ccccc1)C(=O)OC
title compound
CCCCCC=CCCC(=O)N[C@@H](C)C(=O)N[C@@H](Cc1ccccc1)C(=O)OC
N-[N-(Dec-4enoyl)-L-alaninyl]-L-phenylalanine Methyl Ester

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타prepared
  2. 2
    기타followed by removal of the BOC-group
  3. 3
    기타prepare from ethyl dec-4enoate (ICM)

실험 절차

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 dec-4-enoic acid prepare from ethyl dec-4enoate (ICM) using General Procedure N), the title compound was prepared as a solid (mp =115.5-117.5° C.). The reaction was monitored by tlc (Rf=0.52 in 50% EtOAc/hexanes; 0.60 in 10% CH3OH/CH2Cl2) and the product was purified by flash chromatography using 10% CH3OH/CH2Cl2 as the eluent.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US06211235B1uspto-grants-2001_04