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HRID1683154

反应详情

EQUATION

反应方程式

HRID 1683154 的结构方程式

REACTANTS

反应物

3
结构：CC(C)NC(C)C
HCID7912

Diisopropylamine

C6H15N

结构：CS[Si](C)(C)C
HCID77513

Silane, trimethyl(methylthio)-

C4H12SSi

结构：CC(=O)OC[C@H]1O[C@@H](OC(C)=O)[C@H](N2C(=O)c3ccccc3C2=O)[C@@H](OC(C)=O)[C@H]1OC(C)=O
HCID12775705

未命名化合物

PRODUCTS

生成物

1
结构：CS[C@@H]1O[C@H](COC(C)=O)[C@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1N1C(=O)c2ccccc2C1=O
HCID11059664

未命名化合物

收率 95%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：ClCCl
溶剂HCID6344

Dichloromethane

CH2Cl2

2 次

PROCEDURE

实验过程

A mixture of 1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-galactose (680 mg, 1.425 mmol), methylthiotrimethylsilane (0.8 ml, 5.64 mmol), and trimethyl silyl triflate (0.32 ml, 1.66 mmol) in CH2Cl2 was stirred at room temperature for 2 days. Diisopropylamine (~1 ml) was added, diluted with CH2Cl2 (~50 ml) and washed with saturated NaHCO3 solution and water, respectively. The organic layer was dried (Na2SO4) and evaporated to dryness. Column chromatography (heptane-EtOAc) gave pure 20 (630 mg, 95%) as an amorphous powder, having [α]D24 +25° (c1, CHCl3).

WORKUP

后处理

  1. washwashed with saturated NaHCO3 solution and water
  2. dry with materialThe organic layer was dried (Na2SO4)
  3. customevaporated to dryness