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HRID1755828

反应详情

EQUATION

反应方程式

HRID 1755828 的结构方程式

REACTANTS

反应物

2
结构：O=[O+][O-]
HCID24823

Ozone

O3

结构：C=CCN(C(=O)OCc1ccccc1)[C@H](C)C(=O)OC(C)(C)C
HCID54427579

未命名化合物

PRODUCTS

生成物

1
结构：C[C@H](C(=O)OC(C)(C)C)N(CC=O)C(=O)OCc1ccccc1
HCID53883224

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

1
结构：ClCCl
溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

Cbz-N-allyl-D-alanine t-butylester (70) in methylene chloride is treated with ozone at -78° C. until a blue color persists. The ozonide is quenched with dimethylsulfide and allowed to warm to room temperature. Excess dimethylsulfide is removed by bubbling a stream of nitrogen into the solution. After evaporation of solvent the product is purified by flash chromatography over silica gel to give (71).

WORKUP

后处理

  1. customThe ozonide is quenched with dimethylsulfide
  2. customExcess dimethylsulfide is removed
  3. customby bubbling a stream of nitrogen into the solution
  4. customAfter evaporation of solvent the product
  5. customis purified by flash chromatography over silica gel