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Type HazMat fee for 500 gram (Estimated)
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Chemical Structure| 5296-64-0 Chemical Structure| 5296-64-0

Structure of 5296-64-0

Chemical Structure| 5296-64-0

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Product Citations

Product Citations

Siriboe, Mary G ; Vargas, David A ; Fasan, Rudi ;

Abstract: Chiral cyclopropanols are highly desirable building blocks for medicinal chemistry, but the stereoselective synthesis of these molecules remains challenging. Here, a novel strategy is reported for the diastereo- and enantioselective synthesis of cyclopropanol derivatives via the biocatalytic asymmetric cyclopropanation of vinyl esters with ethyl diazoacetate (EDA). A dehaloperoxidase enzyme from Amphitrite ornata was repurposed to catalyze this challenging cyclopropanation reaction, and its activity and stereoselectivity were optimized via protein engineering. Using this system, a broad range of electron-deficient vinyl esters were efficiently converted to the desired cyclopropanation products with up to 99.5:0.5 diastereomeric and enantiomeric ratios. In addition, the engineered dehaloperoxidase-based biocatalyst is able to catalyze a variety of other abiological carbene transfer reactions, including N−H/S−H carbene insertion with EDA as well as cyclopropanation with diazoacetonitrile, thus adding to the multifunctionality of this enzyme and defining it as a valuable new scaffold for the development of novel carbene transferases.

Alternative Products

Product Details of [ 5296-64-0 ]

CAS No. :5296-64-0
Formula : C9H10S
M.W : 150.24
SMILES Code : C=CCSC1=CC=CC=C1
MDL No. :MFCD00014957

Safety of [ 5296-64-0 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H301-H315-H319-H335
Precautionary Statements:P261-P301+P310-P305+P351+P338
Class:6.1
UN#:2810
Packing Group:

Application In Synthesis of [ 5296-64-0 ]

* 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 [ 5296-64-0 ]

[ 5296-64-0 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 2488-01-9 ]
  • [ 5296-64-0 ]
  • 1,4-bis(dimethyl(3-(phenylthio)propyl)silyl)benzene [ No CAS ]
 

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