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Chemical Structure| 22110-53-8 Chemical Structure| 22110-53-8

Structure of 22110-53-8

Chemical Structure| 22110-53-8

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Product Citations

Product Citations

Wang, Feijun ; Frankowski, Kevin J. ;

Abstract: We developed an electrochemical carboamidation sequence that affords either cyclic β-amidoamine products via direct functionalization or linear hydroxybisamide products via a ring opening pathway. The reaction pathway was dependent on the nature of the N-acyl activating group, with carbamate groups favoring direct isocyanide addition to the N-acyliminium ion intermediate and the benzoyl activating group favoring the ring opening–functionalization pathway. Both protocols are one-pot reaction sequences, have general applicability, and lead to peptide-like products of greatly increased molecular complexity.

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Product Details of [ 22110-53-8 ]

CAS No. :22110-53-8
Formula : C11H15N
M.W : 161.24
SMILES Code : [C-]#[N+]C12CC3CC(C2)CC(C3)C1
MDL No. :MFCD02258889
InChI Key :RPRJRJNIFAYHRF-UHFFFAOYSA-N
Pubchem ID :140885

Safety of [ 22110-53-8 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H312-H332
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P330-P363-P501

Application In Synthesis of [ 22110-53-8 ]

* 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 [ 22110-53-8 ]

[ 22110-53-8 ] Synthesis Path-Downstream   1~7

  • 1
  • [ 32566-01-1 ]
  • [ 22110-53-8 ]
  • [ 1402602-27-0 ]
  • 2
  • [ 22110-53-8 ]
  • [ 157869-15-3 ]
  • (E)-N-(1-(adamantan-1-yl)-3-(4-methoxyphenyl)pyrrolo[2,3-b]indol-2(1H)-ylidene)adamantan-1-amine [ No CAS ]
  • 3
  • [ 22110-53-8 ]
  • [ 157869-15-3 ]
  • C37H43N3O [ No CAS ]
  • 4
  • [ 504-29-0 ]
  • [ 22110-53-8 ]
  • [ 4771-49-7 ]
  • N-(1-adamantyl)-2-(6-methyl-1H-indol-3-yl)imidazo[1,2-a]pyridin-3-amine [ No CAS ]
  • 5
  • [ 90151-04-5 ]
  • [ 22110-53-8 ]
  • [ 42182-27-4 ]
  • 4-[3-(1-adamantylamino)-7-cyanoimidazo[1,2-a]pyridin-2-yl]-3-nitrophenol [ No CAS ]
  • 6
  • [ 83072-44-0 ]
  • [ 22110-53-8 ]
  • [ 42182-27-4 ]
  • 4-[3-(1-adamantylamino)-7-cyanoimidazo[1,2-a]pyridin-2-yl]-3-ethoxyphenol [ No CAS ]
  • 7
  • [ 22110-53-8 ]
  • [ 52562-19-3 ]
  • N-((adamantan-1-yl)methyl)-4-methylquinolin-2-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
66% With copper diacetate; palladium diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,2-bis-(diphenylphosphino)ethane; In acetonitrile; at 100℃; for 0.24h;Sealed tube; General procedure: General procedure for the palladium-catalyzed intermolecularoxidative cyclization of 2-vinylanilines with isocyanides to thesynthesis of 2-aminoquinolines: A mixture of 2-vinylaniline 1(0.2 mmol) and isocyanide 2 (0.4 mmol, 2.0 equiv), Pd(OAc)2(10 mol %), dppe (20 mol %), Cu(OAc)2 (0.4 mmol, 2.0 equiv), DBU(0.4 mmol, 2.0 equiv), and CH3CN (2 mL) were added into a sealedtube. The mixture was stirred at 100 C or about 24 h (monitored byTLC). After being cooling to room temperature, evaporation of thesolvent under reduced pressure followed purication by silica gel chromatography using petroleum ether/ethyl acetate (20:1 to 10:1)as eluent to provide the desired products 3.
 

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