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[ CAS No. 106006-85-3 ] {[proInfo.proName]}

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Chemical Structure| 106006-85-3
Chemical Structure| 106006-85-3
Structure of 106006-85-3 * Storage: {[proInfo.prStorage]}
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Product Details of [ 106006-85-3 ]

CAS No. :106006-85-3 MDL No. :MFCD07369802
Formula : C10H15N3OS Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 225.31 Pubchem ID :-
Synonyms :

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Application In Synthesis of [ 106006-85-3 ]

* 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.

  • Upstream synthesis route of [ 106006-85-3 ]
  • Downstream synthetic route of [ 106006-85-3 ]

[ 106006-85-3 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 106006-85-3 ]
  • [ 104632-27-1 ]
YieldReaction ConditionsOperation in experiment
77%
Stage #1: With chloro-trimethyl-silane In dichloromethane at 0 - 15℃; Inert atmosphere
Stage #2: With lithium aluminium tetrahydride In tetrahydrofuran; dichloromethane at -10 - 0℃; Inert atmosphere
General procedure: In typical experimental procedure for the Synthesis of (3aS,12bS)-5-chloro-2-methyl-2,3,3a,12b-tetrahydro-1H-dibenzo[2,3:6,7]oxepino[4,5-c]pyrrolemaleate(1b’): Amide (1a) (10 g, 33.43 mmol) and DCM (100 mL) were charged into a round bottomed flask and stirred under nitrogen atmosphere for 10-15 minutes and cooled to 0-5°C. Trimethylsilyl chloride (5.1 mL, 40.12 mmol) was then added to the mixture over 10-15 minutes and stirred for 10-15 minutes at same temperature.Lithium aluminum hydride (19.5 mL, 46.81 mmol) in THF solution is added dropwise at -10-0°C. After complete addition, the solution is allowed to 0-10°C and stirring is continued for 1-2 hours. After completion of reaction (TLC), thereaction was quenched by slow dropwise addition of 2M sodium hydroxide (30 mL)and stirred for 10-15 minutes. Separate aqueous and organic layer. Extract the compound from aqueous layer with DCM (50.0 mL). Combine both the organic layerand wash with 20percent sodium chloride solution. Concentrate the DCM to get the crude which was dissolved in isopropyl alcohol (50.0 mL).
Reference: [1] Tetrahedron Letters, 2013, vol. 54, # 36, p. 4908 - 4913
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