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Chemical Structure| 109744-49-2 Chemical Structure| 109744-49-2

Structure of 109744-49-2

Chemical Structure| 109744-49-2

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Product Details of [ 109744-49-2 ]

CAS No. :109744-49-2
Formula : C12H24O5Si
M.W : 276.40
SMILES Code : COC(=O)C[C@@H](CC(O)=O)O[Si](C)(C)C(C)(C)C
MDL No. :MFCD08458240

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Application In Synthesis of [ 109744-49-2 ]

* 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 [ 109744-49-2 ]

[ 109744-49-2 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 27200-84-6 ]
  • [ 109744-49-2 ]
  • [ 147118-35-2 ]
YieldReaction ConditionsOperation in experiment
(2); To a solution of the thus obtained half ester compound in 10 ml of ether triethylamine and then ethyl chlorocarboxylate are added dropwise under nitrogen atmosphere at -78C. The resulting white suspension is stirred at 0C for 1 hour and cooled to -78C. The resulting precipitate is filtered off under nitrogen atmosphere and the filtrate is washed with 15 mL of ether. To a suspension of 1.29 g (3.6 mmol) of methyl bromide triphenylphosphonium in 5 ml of THF butyllithium (1.6M hexane, 2.25 mL, 3.6 mmol) is added dropwise under a nitrogen atmosphere at -78C. The reaction mixture is stirred at 0C for 1 hour and cooled to -78C and added dropwise to the solution of the thus obtained active ester compound in ether. The reaction mixture is washed with 5 ml of THF and stirred at 0C for 1 hour, and 10 mL of 5 % sodium hydrogencarbonate is added thereto. The reaction mixture is stirred for 5 minutes and extracted with ethyl acetate and the organic layer is separated and the remaining aqueous layer is extracted with ethyl acetate. Each organic layer is collected and washed with brine, dried over anhydrous magnesium sulfate and concentrated. The obtained residue is subjected to column chromatography on silica gel eluting with ether-ethyl acetate and crystallized from ether-hexane to give methyl (3R)-3-(tert-butyldimethylsilyloxy)-5-oxo-6-triphenylphosphoranylidenehexanate.
  • 2
  • [ 109744-49-2 ]
  • [ 147118-35-2 ]
 

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