huagongshe.com
HRID24631

反应详情

EQUATION

反应方程式

HRID 24631 的结构方程式

REACTANTS

反应物

3
结构：O=C([O-])[O-].[K+].[K+]
HCID11430

Potassium Carbonate

CK2O3

结构：CC(C)(C)NS(=O)(=O)c1ccccc1B(O)O
HCID4997616

[2-(tert-Butylsulfamoyl)phenyl]boronic acid

C10H16BNO4S

结构：COC(=O)[C@H](Cc1ccc(Br)cc1)NC(=O)c1c(Cl)cccc1Cl
HCID54284267

未命名化合物

PRODUCTS

生成物

1
结构：COC(=O)[C@H](Cc1ccc(-c2ccccc2S(=O)(=O)NC(C)(C)C)cc1)NC(=O)c1c(Cl)cccc1Cl
HCID53906758

未命名化合物

收率 76.5%

AUXILIARIES

试剂、催化剂与溶剂

4
结构：c1ccc([P](c2ccccc2)(c2ccccc2)[Pd]([P](c2ccccc2)(c2ccccc2)c2ccccc2)([P](c2ccccc2)(c2ccccc2)c2ccccc2)[P](c2ccccc2)(c2ccccc2)c2ccccc2)cc1
催化剂HCID178418397

未命名化合物

结构：O
溶剂HCID962

Water

H2O

2 次

结构：COCCOC
溶剂HCID8071

未命名化合物

结构：CCOC(C)=O
溶剂HCID8857

Ethyl acetate

C4H8O2

CONDITIONS

反应条件

温度
80 °C

PROCEDURE

实验过程

2-[N-(tert-Butyl)sulfamoyl]benzeneboronic acid (0.4 g) was dissolved in DME (10 mL). To this solution was added K2CO3 (0.1 g), N-(2,6-dichlorobenzoyl)-4-bromo-L-phenylalanine methyl ester (0.1 g), Pd(Ph3P)4 (0.1 g) and water (0.2 mL). The mixture was heated at 80° C. overnight. After cooling, EtOAc and water were added to the mixture. The EtOAc phase was dried (MgSO4), filtered and evaporated. The residue was purified by flash column chromatography (silica gel; eluent: EtOAc/hexanes 1:2) to give 100 mg of the title compound. ESMS: m/z 585 ([M+Na]+).

WORKUP

后处理

  1. temperatureAfter cooling
  2. dry with materialThe EtOAc phase was dried (MgSO4)
  3. filtrationfiltered
  4. customevaporated
  5. customThe residue was purified by flash column chromatography (silica gel; eluent: EtOAc/hexanes 1:2)