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Chemical Structure| 4963-47-7 Chemical Structure| 4963-47-7

Structure of Tris(3-aminopropyl)amine
CAS No.: 4963-47-7

Chemical Structure| 4963-47-7

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Product Details of [ 4963-47-7 ]

CAS No. :4963-47-7
Formula : C9H24N4
M.W : 188.31
SMILES Code : NCCCN(CCCN)CCCN
MDL No. :MFCD00191593
InChI Key :QMXSDTGNCZVWTB-UHFFFAOYSA-N
Pubchem ID :547030

Safety of [ 4963-47-7 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H314
Precautionary Statements:P280-P305+P351+P338-P310
Class:8
UN#:2735
Packing Group:

Application In Synthesis of [ 4963-47-7 ]

* 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 [ 4963-47-7 ]

[ 4963-47-7 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 4963-47-7 ]
  • [ 28170-07-2 ]
  • C25H36N4O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
45% In dichloromethane;Cooling with ice; Inert atmosphere; DiCbz-TRPN (1).Benzyl phenyl carbonate (7.68 mL, 38.9 mmol; a gift from Dr. Jide Xu) was added dropwise to a stirring and cold solution (on an ice-water bath) of TRPN (3.50 mL, 17.7 mmol) in 20 mL degassed CH2Cl2. The ice-water bath was removed after 1.5 hr, and the capped solution was left to stir overnight. The resulting peach-colored solution was purified by column chromatography (5-15% MeOH in CH2Cl2 with 1% triethylamine). The fractions containing pure product were combined and evaporated on the vacuum line with light heating to obtain a clear, yellow oil (45%).1H NMR (500 MHz, CD2Cl2, delta): 1.54 (quin, J=7.0 Hz, -CH2CH2CH2NH2, 2H), 1.63 (quin, J=6.6 Hz, -CH2CH2CH2NHCbz, 4H), 2.39-2.43 (m, -CH2CH2CH2NH2 and -CH2CH2CH2NHCbz, 6H), 2.67 (t, J=6.8 Hz, -CH2CH2CH2NH2, 2H), 3.21 (q, J=6.2 Hz, -CH2CH2CH2NHCbz, 4H), 5.07 (s, Bn CH2, 4H), 6.05 (br s, amide NH), 7.29-7.35 (m, Ar H, 10H).13C NMR (151 MHz, CD2Cl2, delta): 11.3, 27.0, 39.7, 40.3, 46.2, 66.1, 127.77, 127.8, 128.2, 128.4, 137.3, 156.5.HRMS-ESI (m/z): [M+H]+ calcd for C25H37O4N4, 457.2809. found, 457.2809.
  • 2
  • [ 4963-47-7 ]
  • [ 23058-81-3 ]
  • C45H72N4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
48% With tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; In toluene; at 80℃;Schlenk technique; Rac-BINAP 0.70 g (1.1 mmol) and Pd2 (dba) 3 0.82 g (0.42 mmol) were added to nitrogen-substituted 80 mL Schlenk.Thereto was added 70.0 mL of dehydrated toluene, and the mixture was stirred vigorously for 2 hours, followed by filtration under anaerobic conditions.Apart from this,In a 500 mL reaction vessel equipped with a balloon and a Dimroth with a three-way cock, 5.27 g (28.0 mmol) of tris (3-aminopropyl) amine,<strong>[23058-81-3]3,5-diisopropylbromobenzene</strong> 20.0 g (83.0 mmol),Add sodium tert-butoxide 9.21 g (96.0 mmol),Dissolve in 250 mL of dehydrated toluene.Add the prepared palladium catalyst solution to the reaction vessel,Heated to reflux at 80 C. overnight. Return the reaction mixture to room temperature,Insoluble matter was removed by filtration. Concentrate using an evaporator,The resulting brown oilSilica gel column chromatography(Developing solvent: hexane / ethyl acetate = 3/1)(Yield: 48% (9.0 g)).
 

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