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HRID1690233

反应详情

EQUATION

反应方程式

HRID 1690233 的结构方程式

REACTANTS

反应物

3
结构：O=C([O-])O.[Na+]
HCID516892

Sodium Bicarbonate

CHNaO3

结构：CC(C)(C)OC(=O)N[C@@H](C(=O)F)c1ccsc1
HCID57788121

未命名化合物

结构：Nc1ccc2c(O)nccc2c1
HCID178507325

未命名化合物

PRODUCTS

生成物

1
结构：CC(C)(C)OC(=O)N[C@@H](C(=O)Nc1ccc2c(O)nccc2c1)c1ccsc1
HCID178454232

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

2
结构：O
溶剂HCID962

Water

H2O

结构：ClCCl
溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

To 6-aminoisoquinolin-1-ol in H2O was added NaHCO3 followed by a solution of (R)-tert-butyl 2-fluoro-2 oxo-1-(thiophen-3-yl)ethylcarbamate in CH2Cl2. The solution was stirred for 4 hours, extracted with EtOAc and NH4Cl(sat)/HCl(1N) and then with NaHCO3 (0.05%), dried (Na2SO4), filtered and evaporated. Column chromatography (SiO2, 5% MeOH, CH2Cl2) gave pure (R)-tert-butyl 2-(1-hydroxyisoquinolin-6-ylamino)-2-oxo-1-(thiophen-3-yl)ethylcarbamate (95% ee by Chiracel OD-RH)

WORKUP

后处理

  1. extractionextracted with EtOAc and NH4Cl(sat)/HCl(1N)
  2. dry with materialwith NaHCO3 (0.05%), dried (Na2SO4)
  3. filtrationfiltered
  4. customevaporated