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Chemical Structure| 54911-89-6 Chemical Structure| 54911-89-6

Structure of 54911-89-6

Chemical Structure| 54911-89-6

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Product Details of [ 54911-89-6 ]

CAS No. :54911-89-6
Formula : C8H12O3
M.W : 156.18
SMILES Code : COC(=O)[C@@H]1CC=C[C@H](O)C1
MDL No. :MFCD30012444

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Application In Synthesis of [ 54911-89-6 ]

* 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 [ 54911-89-6 ]

[ 54911-89-6 ] Synthesis Path-Downstream   1~7

  • 3
  • [ 4720-83-6 ]
  • [ 124-41-4 ]
  • [ 54911-89-6 ]
  • 5
  • [ 4720-83-6 ]
  • [ 54911-89-6 ]
  • 6
  • [ 54911-89-6 ]
  • [ 4720-83-6 ]
  • 7
  • [ 67-56-1 ]
  • [ 4720-83-6 ]
  • [ 54911-89-6 ]
  • [ 68295-80-7 ]
YieldReaction ConditionsOperation in experiment
13 g With sodium hydrogencarbonate; for 3h;Reflux; Synthesis of Compound 4: To a solution of compound 3 (58 g) in eOH (800 mL)mL) was added NaHCC (47 g) with stirring. The reaction mixture was stirred under gentle reflux for 3h, cooled to room temperature, filtered and concentrated to dryness. The residue was dissolved in EtOAc (300 mL)mL) and washed with H2O. Aqueous layer was extracted with EtOAc (3x100 mL)mL). Combined organic layers (600 mL)mL) were washed with 0.5M HCI (200 mL)mL), H20 ( 100 mL)mL), and brine ( 100 mL)mL), dried (Na2S04), filtered, and concentrated to dryness. The residue was purified by column chromatography (Si02, Hexanes-EtOAc 3: 1?3:2) to give compound 4 (54g). Purity : >95% by TLC. [00130] Synthesis of compound 5: Compound 4 (31 g) was dissolved in tBuOMe (620 mL)mL) and vinylacetate ( 166 mL)mL) added with vigorous stirring. Novozyme 435 ( 1 .4 g) was added and vigorous stirring continued for 5.5 h. The reaction mixture was filtered and stored at -20 C. After 12- 18 hours, another batch of Novozyme 435 resin ( 1.4 g) was added and stirred vigorously for 8 h. Resin was filtered and concentrated to dryness. Oily residue was purified by CombiFlash system (silica) using 0?50% EtOAc Hexanes to give compound 5 ( 13.0g).
 

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