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HRID552769

反应详情

EQUATION

反应方程式

HRID 552769 的结构方程式

REACTANTS

反应物

2
结构：F
HCID14917

Hydrogen fluoride

HF

结构：COCCc1ncnc2c1ncn2[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@H]2OC(C)(C)O[C@H]21
HCID67164162

未命名化合物

PRODUCTS

生成物

1
结构：COCCc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@H]2OC(C)(C)O[C@H]21
HCID67165700

未命名化合物

收率 70.4%

AUXILIARIES

试剂、催化剂与溶剂

2
结构：c1ccncc1
催化剂HCID1049

Pyridine

C5H5N

结构：C1CCOC1.c1ccncc1
溶剂HCID16069498

未命名化合物

PROCEDURE

实验过程

To a solution of 9-[(3aR,4R,6R,6aR)-6-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-6-(2-methoxyethyl)-9H-purine (70 mg, 0.15 mmol) in THF/pyridine (1.5 mL, 1:1) was added hydrofluoric acid in pyridine (15 drops). The reaction was stirred overnight, quenched with saturated aq NaHCO3, extracted with EtOAc, dried (Na2SO4), filtered and concentrated. The residue was purified by flash chromatography (0 to 50% DCM/EtOAc to furnish 37 mg (70%) of the title compound.

WORKUP

后处理

  1. customquenched with saturated aq NaHCO3
  2. extractionextracted with EtOAc
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue was purified by flash chromatography (0 to 50% DCM/EtOAc