huagongshe.com
HRID1619507

反应详情

EQUATION

反应方程式

HRID 1619507 的结构方程式

REACTANTS

反应物

2
结构：CC(C)(C)OC(=O)CBr
HCID79177

Acetic acid, bromo-, 1,1-dimethylethyl ester

C6H11BrO2

结构：CC(C)(C)OC(=O)NC(C(=O)O[C@H]1CN2CCC1CC2)c1ccccc1
HCID67425060

未命名化合物

PRODUCTS

生成物

1
结构：CC(C)(C)OC(=O)C[N+]12CCC(CC1)[C@@H](OC(=O)C(NC(=O)OC(C)(C)C)c1ccccc1)C2.[Br-]
HCID86665820

未命名化合物

收率 87.3%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：CC#N
溶剂HCID6342

Acetonitrile

C2H3N

PROCEDURE

实验过程

Tert-butyl 2-bromoacetate (29.5 μl, 0.20 mmol) was added to a solution of (R)-quinuclidin-3-yl 2-(tert-butoxycarbonylamino)-2-phenylacetate (C1) (72 mg, 0.20 mmol) in acetonitrile (3 ml). The reaction was stirred at RT overnight. The product was collected by suction filtration and then purified by flash chromatography (DCM/MeOH=98/2 to 95/5) to get (3R)-1-(2-tert-butoxy-2-oxoethyl)-3-(2-(tert-butoxycarbonylamino)-2-phenylacetoxy)-1-azoniabicyclo[2.2.2]octane bromide (97 mg; 87% yield).

WORKUP

后处理

  1. filtrationThe product was collected by suction filtration
  2. custompurified by flash chromatography (DCM/MeOH=98/2 to 95/5)