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[ CAS No. 1109284-38-9 ] {[proInfo.proName]}

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Chemical Structure| 1109284-38-9
Chemical Structure| 1109284-38-9
Structure of 1109284-38-9 * Storage: {[proInfo.prStorage]}
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Product Details of [ 1109284-38-9 ]

CAS No. :1109284-38-9 MDL No. :MFCD17926414
Formula : C6H8F2O Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 134.12 Pubchem ID :-
Synonyms :

Safety of [ 1109284-38-9 ]

Signal Word:Danger Class:3
Precautionary Statements:P501-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P403+P235 UN#:1993
Hazard Statements:H225-H315-H319 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1109284-38-9 ]

* 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 [ 1109284-38-9 ]

[ 1109284-38-9 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 6705-49-3 ]
  • [ 1109284-38-9 ]
YieldReaction ConditionsOperation in experiment
With 1,1,1-trifluoro-N,N-bis(2-methoxyethyl)silanamine In dichloromethane at 0 - 20℃; A; 9 To a solution of 7-oxabicyclo[4.1.0]heptan-2-one (55.8g, 0.5 mol) in dichloromethane (200 mL) cooled to 0 0C was added l,l,l-trifluoro-NJV-bis(2-methoxyethyl)silanamine (Deoxofluor, 202 mL, 1.1 mol) and the resulting reaction was warmed to ambient temperature and stirred for 16 hours. The reaction was cooled to -20 0C and carefully quenched with water (1OmL, slow addition). The reaction was then partitioned between water/dichloromethane and the organics were passed through a plug of silica gel. This crude organic solution of 30 was carried into the next reaction.
With 1,1,1-trifluoro-N,N-bis(2-methoxyethyl)silanamine In dichloromethane at 0 - 20℃; 4.1 INTERMEDIATE 4; teri-Butyl [(I i?,2i?)-2-amino-3 ,3-difluorocyclohexyl]carbamate; Step 1 , 2,2-Difluoro-7-oxabicyclo[4.1.OJheptane; To a solution of 7-oxabicyclo[4.1.0]heptan-2-one (55.8 g, 0.5 mol) in dichloromethane (200 mL) cooled to 0 °C was added l,l,l-trifluoro-ΛfsN-bis(2-methoxyethyl)silanamine (Deoxofluor, 202 mL, 1.1 mol) and the resulting reaction was warmed to ambient temperature and stirred for 16 hours. The reaction was cooled to -20 °C and carefully quenched with water (1OmL, slow addition). The reaction was then partitioned between water/dichloromethane and the organics were passed through, a plug of silica gel. This crude organic solution of the title compound was carried into the next reaction.
In dichloromethane at 0 - 20℃; for 16h; I.A; 3 Step A: DifIuorinationTo a solution of 7-oxabicyclo[4.1.0]heptan-2-one (55.8g, 0.5 mol) in dichloromethane (200 mL) cooled to 00C was added l,l,l-trifluoro-N^/-bis(2- methoxyethyl)silanamine (Deoxofluor, 202 mL, 1.1 mol) and the resulting reaction was warmed to ambient temperature and stirred for 16 hours. The reaction was cooled to -20 0C and carefully quenched with water (1OmL, slow addition). The reaction was then partitioned between water/dichloromethane and the organics were passed through a plug of silica gel. This crude organic solution of 22 was carried into the next reaction.; Scheme 3.Amines were prepared according to scheme 3. Commercially available7-oxabicyclo[4.1.0]heptan-2-one was reacted with deoxofluor to obtain 3,3-difIuorinated product 22. Epoxide activation with trimethylaluminum and reaction with a known chiral amine provided amino alcohol 23. The free amine 24 was revealed via hydrogenation and then reprotected as the /er/-butyl carbamate 25. The alcohol was activated towards displacement by conversion to triflate 26. Nucleophilic displacement by sodium azdde provided 28 which was subsequently reduced to yield amine 29.
With (bis-(2-methoxyethyl)amino)sulfur trufluoride In dichloromethane at 0 - 20℃; for 16h; Step A: Difluorination 2,2-difluoro-7-oxabicyclo[4.1.0]heptane (36): To a solution of 7-oxabicyclo[4.1.0]heptan-2-one (55.8g, 0.5 mol) in dichloromethane (200 mL) cooled to 0 oC was added 1,1,1-trifluoro-N,N-bis(2-methoxyethyl)silanamine (Deoxofluor, 202 mL, 1.1 mol) and the resulting reaction was warmed to ambient temperature and stirred for 16 hours. The reaction was cooled to -20 oC and carefully quenched with water (10mL, slow addition). The reaction was then partitioned between water/dichloromethane and the organics were passed through a plug of silica gel. This crude organic solution of 36 was carried into the next reaction.

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