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Chemical Structure| 110978-53-5 Chemical Structure| 110978-53-5

Structure of 110978-53-5

Chemical Structure| 110978-53-5

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Product Details of [ 110978-53-5 ]

CAS No. :110978-53-5
Formula : C6H16N2
M.W : 116.20
SMILES Code : CC(N)CCC(N)C
MDL No. :MFCD08452705

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Application In Synthesis of [ 110978-53-5 ]

* 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 [ 110978-53-5 ]

[ 110978-53-5 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 110978-53-5 ]
  • 3-(3-((tert-butyldimethylsilyl)oxy)propoxy)-4-chloro-5-nitrobenzamide [ No CAS ]
  • [ 349-02-0 ]
  • 3-(3-((tert-butyldimethylsilyl)oxy)propoxy)-4-((5-((4-carbamoyl-2-nitrophenyl)amino)hexan-2-yl)amino)-5-nitrobenzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Into a 40-mL vial were placed 3-(3-((tert-butyldimethylsilyl)oxy)propoxy)-4-chloro-5- nitrobenzamide (the compound of intermediate 4) (1.255 g, 3.23 mmol), isopropanol (8 mL) and DIPEA (1.879 mL, 10.76 mmol). To this heterogeneous mixture was added hexane-2,5-diamine (500 mg, 4.30 mmol) as a solution in isopropanol (2 mL). The vial was capped and heated to 110 C overnight (~14 h). The solution was cooled to room temperature. 4-Fluoro-3-nitrobenzamide (0.594 g, 3.23 mmol) was added followed by DIPEA (1.879 mL, 10.76 mmol). The reaction was again heated to 110 C for 2 h. The solid formed upon cooling to room temperature. The solid was collected on a filter and rinsed twice with isopropanol (2 mL each). This crude solid was purified by silica gel chromatography (ISCO unit, 80 g SiO2 cartridge, 2-20% gradient of MeOH/DCM). The corresponding fractions were combined and concentrated. 3-(3-((Tert- butyldimethylsilyl)oxy)propoxy)-4-((5-((4-carbamoyl-2-nitrophenyl)amino)hexan-2- yl)amino)-5-nitrobenzamide (300 mg, 0.450 mmol, 10.47% yield) was obtained as an orange glassy film (mixture of diastereomers). LCMS (m/z): 633.5 [M + H]+.
 

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