反应 #1483025

ord-da1b323c44934551b0432b43961664ac

反应方程式

O=C(O)c1ccc(Cl)c(Cl)c1O
dichlorosalicylic acid
CC(=O)OCC(=O)Oc1c(Cl)cc(Cl)cc1C(=O)O
2-acetoxyacetoxy-3,5-dichlorobenzoic acid
CC(=O)OCC(=O)Oc1c(Cl)cc(Cl)cc1C(=O)Cl
2-acetoxyacetoxy-3,5-dichlorobenzoic acid chloride
CC(=O)OCC(=O)Oc1c(Cl)cc(Cl)cc1C(=O)O
2-acetoxy-acetoxy-3,5-dichlorobenzoic acid
O=C(N[C@@H](Cc1ccccc1)C(=O)O)c1cc(Cl)cc(Cl)c1O
N-(2-hydroxy-3,5-dichlorobenzoyl)-L-phenylalanine
CCOC(=O)[C@@H](N)Cc1ccccc1
L-phenylalanine ethyl ester
CC(=O)Oc1c(Cl)cc(Cl)cc1C(=O)N[C@@H](Cc1ccccc1)C(=O)O
N-(2-acetoxy-3,5-dichlorobenzoyl)-L-phenylalanine
CC(=O)OCC(=O)Oc1c(Cl)cc(Cl)cc1C(=O)Cl
2-acetoxyacetoxy-3,5-dichlorobenzoic acid chloride

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他The invention also provides a method

实验过程

The invention also provides a method for synthesizing N-(2-hydroxy-3,5-dichlorobenzoyl)-L-phenylalanine, comprising: converting 3-5 dichlorosalicylic acid into 2-acetoxy-acetoxy-3,5-dichlorobenzoic acid; converting 2-acetoxyacetoxy-3,5-dichlorobenzoic acid into 2-acetoxyacetoxy-3,5-dichlorobenzoic acid chloride; reacting 2-acetoxyacetoxy-3,5-dichlorobenzoic acid chloride with L-phenylalanine ethyl ester to form N-(2-acetoxy-3,5-dichlorobenzoyl)-L-phenylalanine; and converting N-(2-acetoxy-3,5-dichlorobenzoyl)-L-phenylalanine into N-(2-hydroxy-3,5-dichlorobenzoyl)-L-phenylalanine. In some embodiments, the converting comprises hydrolyzing of ester functions in N-(2-acetoxy-3,5-dichlorobenzoyl)-L-phenylalanine.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: USRE045274E1uspto-grants-2014_12