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HRID459057

反应详情

EQUATION

反应方程式

HRID 459057 的结构方程式

REACTANTS

反应物

3
结构：O=C([O-])[O-].[Na+].[Na+]
HCID10340

Carbonic acid sodium salt (1:2)

CNa2O3

结构：CC1(C)OB(c2ccc(N3C[C@H](Cn4ccnn4)OC3=O)cc2F)OC1(C)C
HCID23626595

未命名化合物

2 次

结构：OC[C@H]1O[C@@H](OC[C@@H]2CC(c3ccc(Br)cn3)=NO2)[C@H](O)[C@@H](O)[C@@H]1O
HCID69153408

未命名化合物

2 次

PRODUCTS

生成物

1
结构：O=C1O[C@@H](Cn2ccnn2)CN1c1ccc(-c2ccc(C3=NO[C@H](CO[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C3)nc2)c(F)c1
HCID86609336

未命名化合物

收率 38.4%

AUXILIARIES

试剂、催化剂与溶剂

2
结构：c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd-4]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1
催化剂HCID178420553

未命名化合物

结构：CN(C)C=O.O
溶剂HCID21962138

N,N-Dimethylformamide--water (1/1)

C3H9NO2

CONDITIONS

反应条件

温度
70 °C

PROCEDURE

实验过程

[(5S)-3-(5-Bromopyridin-2-yl)-4,5-dihydroisoxazol-5-yl]methyl β-D-glucopyranoside (Intermediate 20, 0.150 g, 0.36 mmol), (5R)-3-[3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-5-(1H-1,2,3-triazol-1-ylmethyl)-1,3-oxazolidin-2-one (Intermediate 7, 0.153 g, 0.39 mmol), sodium carbonate (0.152 g, 1.43 mmol), and tetrakis(triphenylphosphino)palladium(0) (0.041 g, 0.036 mmol) were mixed in DMF/water (10:1, 5 mL) under nitrogen and heated at 70° C. bath temperature for 4 hours. The solvent was evaporated under reduced pressure. Chromatography on silica gel with dichloromethane/methanol 5:1 followed by crystallization from ethanol gave the product as colourless solid (83 mg). MS (ESP): 601.06 (MH+) for C27H29FN6O9

WORKUP

后处理

  1. customThe solvent was evaporated under reduced pressure
  2. customChromatography on silica gel with dichloromethane/methanol 5:1 followed by crystallization from ethanol