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HRID1772311

反应详情

EQUATION

反应方程式

HRID 1772311 的结构方程式

REACTANTS

反应物

1
结构：CC(=O)N[C@H]1[C@H](OCCOCCOCCOCC(=O)OCc2ccccc2)O[C@H](COC(C)=O)[C@H](OC(C)=O)[C@@H]1OC(C)=O
HCID58409195

未命名化合物

PRODUCTS

生成物

1
结构：CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O
HCID35717

N-[(3R,4R,5R,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide

C8H15NO6

收率 109.8%

AUXILIARIES

试剂、催化剂与溶剂

2
结构：[Pd]
催化剂HCID23938

Palladium

Pd

结构：CCOC(C)=O
溶剂HCID8857

Ethyl acetate

C4H8O2

PROCEDURE

实验过程

The above prepared (2-{2-[2-((2R,3R,4R,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-ethoxy]-ethoxy}-ethoxy)-acetic acid benzyl ester (15.7 g, 25 mmol) was dissolved in 525 mL of ethyl acetate and hydrogenated over 1.6 g of Pd/C: (10%) under 1 atm. Of H2 at ambient temperature for 3 h. Filtration over Celite, evaporation of the solvent, followed by flash chromatography (SiO2, CH2Cl2/MeOH 80/20) gave 6.07 g of the title compound as a brownish gum MS (ISP): 536.5 [M−H]−.

WORKUP

后处理

  1. filtrationFiltration
  2. customover Celite, evaporation of the solvent