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HRID539570

反应详情

EQUATION

反应方程式

HRID 539570 的结构方程式

REACTANTS

反应物

4
结构：CCOC(C)=O
HCID8857

Ethyl acetate

C4H8O2

结构：CO[Si](C)(C)C
HCID15771

Silane, methoxytrimethyl-

C4H12OSi

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

1
结构：CN(C)C=O
溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

PROCEDURE

实验过程

To 6-aminoisoquinolin-1-ol in DMF was added methoxytrimethylsilane and (R)-tert-butyl 2-fluoro-2 oxo-1-(thiophen-3-yl)ethylcarbamate and the solution was stirred at room temperature for 6 h. The mixture was poured into EtOAc, washed with NH4Cl(sat)/HCl (1N) followed by 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) (91.8% ee by Chiracel OD-RH).

WORKUP

后处理

  1. washwashed with NH4Cl(sat)/HCl (1N)
  2. dry with materialdried (Na2SO4)
  3. filtrationfiltered
  4. customevaporated