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Chemical Structure| 861359-74-2 Chemical Structure| 861359-74-2

Structure of 861359-74-2

Chemical Structure| 861359-74-2

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Product Details of [ 861359-74-2 ]

CAS No. :861359-74-2
Formula : C8H19N
M.W : 129.24
SMILES Code : CC(C)C(CN)C(C)C
MDL No. :MFCD19203401

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Application In Synthesis of [ 861359-74-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 861359-74-2 ]

[ 861359-74-2 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 861359-74-2 ]
  • [ 408332-88-7 ]
  • [ 73590-85-9 ]
  • [ 73590-58-6 ]
YieldReaction ConditionsOperation in experiment
With isopropylbenzene hydroperoxide;titanium(IV) isopropylate; In water; toluene; Example 2 Asymmetric synthesis of (+)-5-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)-methyl]sulphinyl]-1H-benzimidazole, (+)-(Ia) Titanium(IV) isopropoxide (1.3 ml, 4.5 mmol) and water (41 mul, 2.3 mmol) were added with stirring to a solution of (+)-diethyl L-tartrate (1.5 ml, 9.0 mmol) dissolved in toluene (10 ml). The mixture was stirred for 20 minutes at room temperature and then 5-methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]thio]-1H-benzimidazole (3.0 g, 9 mmol) and diisopropylethyl amine (0.45 ml, 2.6 mmol) were introduced. At 30 C. cumene hydroperoxide (tech, 80%, 1.8 ml, 9.9 mmol) was added. After 3 h at 30 C. the mixture consisted of 2.1% sulphide, 8.8% sulphone and 86.8% sulphoxide with an enantiomeric excess of 74%.
  • 2
  • [ 861359-74-2 ]
  • [ 4214-79-3 ]
  • [ 87412-10-0 ]
YieldReaction ConditionsOperation in experiment
With trifluoromethanesulfonic acid anhydride; In dichloromethane; Step 1 Trifluoromethanesulfonic acid 5-chloro-2-pyridinyl ester To a -78 C. solution of <strong>[4214-79-3]5-chloro-2-hydroxypyridine</strong> (1.0 g, 7.72 mmol) and diisopropylethyl amine (1.88 mL, 10.81 mmol) in CH2 Cl2 (35 mL) was added trifluoromethanesulfonic anhydride (1.56 mL, 9.26 mmol), and the reaction mixture was allowed to warm to r.t. After 30 min, the mixture was washed with H2 O and brine, filtered through cotton and concentrated to dryness. The residue was purified by flash chromatography (8% EtOAc/hexanes) and to give 1.0 g of the title compound. 1 H NMR (CD3 COCD3) delta 8.50 (1H, d), 8.23 (1H, dd), 7.58 (1H, d).
 

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