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HRID1357417

反应详情

EQUATION

反应方程式

HRID 1357417 的结构方程式

REACTANTS

反应物

4
结构：OO
HCID784

Hydrogen peroxide

H2O2

结构：[Li+].[OH-]
HCID3939

Lithium hydroxide anhydrous

HLiO

结构：O=S([O-])[O-].[Na+].[Na+]
HCID24437

Sodium sulfite

Na2O3S

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)N1C(=O)OC[C@@H]1Cc1ccccc1
HCID69507500

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)O
HCID86586617

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

2
结构：O
溶剂HCID962

Water

H2O

2 次

结构：C1CCOC1.O
溶剂HCID21881883

Oxolane--water (1/1)

C4H10O2

PROCEDURE

实验过程

A solution of (4S)-3-[(2S,3S,6R,7S,8S)-5-oxo-3-(triethylsilyloxy)-2,4,4,6,8-pentamethyl-7-(2,2,2-trichloroethoxycarbonyloxy)-10-undecenoyl]-4-benzyloxazolidinone (21.5 g) in 125 mL of 4:1 THF/water is cooled on ice and treated with 10.2 mL of 30% H2O2 followed by a solution of lithium hydroxide (0.96 g) in 50 mL of water. After 1 hour, a solution of sodium sulfite (12.6 g) in 75 mL of water is added, and the mixture is adjusted to pH 3 and concentrated under vacuum. The resulting slurry is extracted with ethyl acetate. The extract is washed with brine, dried over MgSO4, filtered, and evaporated. The product is purified by chromatography on SiO2.

WORKUP

后处理

  1. concentrationconcentrated under vacuum
  2. extractionThe resulting slurry is extracted with ethyl acetate
  3. washThe extract is washed with brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. customevaporated
  7. customThe product is purified by chromatography on SiO2