HRID1395843

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID29078103

3,4-Dichloro-2-hydroxybenzoic acid

C7H4Cl2O3

结构：O=C(N[C@@H](Cc1ccccc1)C(=O)O)c1cc(Cl)cc(Cl)c1O

HCID51037939

未命名化合物

HCID66906292

未命名化合物

2 次

结构：CC(=O)OCC(=O)Oc1c(Cl)cc(Cl)cc1C(=O)Cl

HCID87198957

未命名化合物

PRODUCTS

生成物

HCID76506

Ethyl L-phenylalanate

C11H15NO2

结构：CC(=O)Oc1c(Cl)cc(Cl)cc1C(=O)N[C@@H](Cc1ccccc1)C(=O)O

HCID66906696

未命名化合物

HCID87198957

未命名化合物

PROCEDURE

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.

WORKUP

后处理

customThe invention also provides a method

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-da1b323c44934551b0432b43961664ac
来源数据集: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
专利: USRE045274E1
来源说明: uspto-grants-2014_12

反应 SMILES

[OH:1][C:2]1[C:21]([Cl:22])=[CH:20][C:19]([Cl:23])=[CH:18][C:3]=1[C:4]([NH:6][C@H:7]([C:15]([OH:17])=[O:16])[CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:5].Cl[C:25]1C(Cl)=C(O)[C:28](=C[CH:33]=1)[C:29](O)=[O:30].C(OCC(OC1C(Cl)=CC(Cl)=CC=1C(O)=O)=O)(=O)C.[C:55]([O:58][CH2:59][C:60]([O:62][C:63]1[C:71]([Cl:72])=[CH:70][C:69]([Cl:73])=[CH:68][C:64]=1[C:65]([Cl:67])=[O:66])=[O:61])(=[O:57])[CH3:56]>>[C:55]([O:58][CH2:59][C:60]([O:62][C:63]1[C:71]([Cl:72])=[CH:70][C:69]([Cl:73])=[CH:68][C:64]=1[C:65]([Cl:67])=[O:66])=[O:61])(=[O:57])[CH3:56].[CH2:25]([O:17][C:15](=[O:16])[C@H:7]([CH2:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)[NH2:6])[CH3:33].[C:29]([O:1][C:2]1[C:21]([Cl:22])=[CH:20][C:19]([Cl:23])=[CH:18][C:3]=1[C:4]([NH:6][C@H:7]([C:15]([OH:17])=[O:16])[CH2:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)=[O:5])(=[O:30])[CH3:28]