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HRID1357418

反应详情

EQUATION

反应方程式

HRID 1357418 的结构方程式

REACTANTS

反应物

3
结构：CC(C)(C)O
HCID6386

tert-Butyl alcohol

C4H10O

结构：C(=NC1CCCCC1)=NC1CCCCC1
HCID10868

Dicyclohexylcarbodiimide

C13H22N2

结构：C=CC[C@H](C)[C@H](OC(=O)OCC(Cl)(Cl)Cl)[C@@H](C)C(=O)C(C)(C)[C@@H](O[Si](CC)(CC)CC)[C@H](C)C(=O)O
HCID86586617

未命名化合物

PRODUCTS

生成物

1
结构：C=CC[C@H](C)[C@H](OC(=O)OCC(Cl)(Cl)Cl)[C@@H](C)C(=O)C(C)(C)[C@@H](O[Si](CC)(CC)CC)[C@H](C)C(=O)OC(C)(C)C
HCID86586618

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

2
结构：CN(C)c1ccncc1
催化剂HCID14284

N,N-Dimethylpyridin-4-amine

C7H10N2

结构：ClCCl
溶剂HCID6344

Dichloromethane

CH2Cl2

2 次

PROCEDURE

实验过程

A solution of (2S,3S,6R,7S,8S)-5-oxo-3-(triethylsilyloxy)-2,4,4,6,8-pentamethyl-7-(2,2,2-trichloroethoxycarbonyloxy)-10-undecenoic acid (11.8 g), tert-butanol (4.5 g), and 4-dimethylaminopyridine (0.2 g) in 20 mL of CH2Cl2 is cooled on ice and treated with dicyclohexylcarbodiimide (4.6 g) over a 5-minute period. The mixture is allowed to warm to ambient temperature and is stirred for 3 hours. The slurry is diluted with CH2Cl2 and filtered, and the filtrate is washed sequentially with sat. aq. citric acid, 5% NaHCO3, and brine. The solution is dried over Na2SO4, filtered, and evaporated. The product is purified by chromatography on SiO2.

WORKUP

后处理

  1. filtrationfiltered
  2. washthe filtrate is washed sequentially with sat. aq. citric acid, 5% NaHCO3, and brine
  3. dry with materialThe solution is dried over Na2SO4
  4. filtrationfiltered
  5. customevaporated
  6. customThe product is purified by chromatography on SiO2