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Chemical Structure| 1033394-83-0 Chemical Structure| 1033394-83-0

Structure of 1033394-83-0

Chemical Structure| 1033394-83-0

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Product Details of [ 1033394-83-0 ]

CAS No. :1033394-83-0
Formula : C11H19FO5
M.W : 250.26
SMILES Code : CCOC([C@](C)(F)[C@@H]([C@]1([H])OC(C)(OC1)C)O)=O
MDL No. :N/A

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Application In Synthesis of [ 1033394-83-0 ]

* 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 [ 1033394-83-0 ]

[ 1033394-83-0 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 349-43-9 ]
  • [ 15186-48-8 ]
  • [ 1033394-86-3 ]
  • [ 1033394-88-5 ]
  • [ 1033394-83-0 ]
YieldReaction ConditionsOperation in experiment
Example 1; Reaction of <strong>[349-43-9]ethyl 2-fluoropropionate</strong> (20, Ri=ethyl) with D-glyceraldehyde, 1,2- acetonide (21, R2=methyl)A dry, clean, 2L, 4-neck round bottom flask, equipped with a mechanic stirrer, a thermo couple, a nitrogen inlet, and an addition funnel, was charged with 266 g of anhydrous tetrahydrofuran (THF) and 38.1 g of diisopropylamine. The mixture was stirred and cooled to <-75°C. To the solution was slowly charged 173 g of 1.6 M MeLi solution in ethyl ether while maintaining the batch temperature below -550C. After the addition the mixture was stirred at approximately -750C. for 40 minutes. To this mixture was then slowly added 45.2 g of ethyl 2- fluoropropionate 20 while maintaining the batch temperature below -740C. The mixture was stirred at -760C. for 50 minutes and a solution of 35 g freshly distilled D-glyceraldehyde, 1,2-acetonide 21 in 178 g of anhydrous THF was slowly added while maintaining batch temperature below -740C. After the addition the mixture was stirred for approximately 20 minutes. To it was added 300 g of 20percent NH4Cl solution. The mixture was slowly warmed to ambient temperature and transferred to a separatory funnel. The aqueous phase was separated and extracted with 2X132 g =264 g of dichloromethane. The organic phases were combined, dried over MgSO4, filtered, and concentrated to give 58 g crude aldol product as thick oil. A gas chromatogram showed the oil contained 12.2percent of 24, 43.4percent of 22, and 35.2percent of 23.
  • 2
  • [ 349-43-9 ]
  • [ 15186-48-8 ]
  • [ 1033394-86-3 ]
  • [ 1033394-83-0 ]
  • C11H19FO5 [ No CAS ]
 

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