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HRID1928680

反应详情

EQUATION

反应方程式

HRID 1928680 的结构方程式

REACTANTS

反应物

4
结构：Cc1ccccc1S(=O)(=O)O
HCID6925

2-Methylbenzenesulfonic acid

C7H8O3S

结构：COC(OC)OC
HCID9005

Trimethoxymethane

C4H10O3

结构：O=C([O-])O.[Na+]
HCID516892

Sodium Bicarbonate

CHNaO3

结构：CC(C)(C)[Si](C)(C)O[C@H]1CC(=O)O[C@H](C(O)O)C1
HCID44128178

未命名化合物

PRODUCTS

生成物

1
结构：COC(OC)[C@@H]1C[C@@H](O[Si](C)(C)C(C)(C)C)CC(=O)O1
HCID68898127

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

1
结构：ClCCl
溶剂HCID6344

Dichloromethane

CH2Cl2

CONDITIONS

反应条件

温度
25 °C

PROCEDURE

实验过程

To a solution of 1.0 g of (4R,6S)-4-(tert-butyldimethylsilyloxy)-6-(dihydroxymethyl)-tetrahydropyran-2-one (V′) in 100 mL of dichloromethane, 50 mg of toluenesulfonic acid and 4.5 mL of trimethyl orthoformate are added. After 2 hours of stirring at 25° C., 0.2 g of NaHCO3 is added and dichloromethane is distilled off. The residue is flash chromatographed (MTBE/hexane 1/1) and the solvents are distilled off to get the title compound.

WORKUP

后处理

  1. distillationdichloromethane is distilled off
  2. customchromatographed (MTBE/hexane 1/1)
  3. distillationthe solvents are distilled off