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Chemical Structure| 134857-23-1 Chemical Structure| 134857-23-1

Structure of 134857-23-1

Chemical Structure| 134857-23-1

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Product Details of [ 134857-23-1 ]

CAS No. :134857-23-1
Formula : C13H28N2O2
M.W : 244.37
SMILES Code : O=C(OC(C)(C)C)N(C)CCCCCCNC
MDL No. :N/A

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Application In Synthesis of [ 134857-23-1 ]

* 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 [ 134857-23-1 ]

[ 134857-23-1 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 13093-04-4 ]
  • [ 24424-99-5 ]
  • [ 134857-23-1 ]
YieldReaction ConditionsOperation in experiment
In dichloromethane; at -78 - 20℃; for 6h; A solution of di-tert-butyl dicarbonate (7.85 g, 36 mmol) in dichloromethane (100 mL) was added to a solution of <strong>[13093-04-4]N,N'-dimethyl-1,6-hexanediamine</strong> (7.2 g, 50 mmol) in dichloromethane (250 mL) solution at -78 C. under nitrogen. After addition was complete, the cool-bath was removed and the resulting mixture was stirred (6 h) and warmed up to room temperature. The reaction mixture was washed with water (120 mL), the dichloromethane layer was separated, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by chromatography on silica gel (eluent dichloromethane:methanol: Et3N 90:8:2) to yield N-tert-butoxycarbonyl-<strong>[13093-04-4]N,N'-dimethyl-1,6-hexanediamine</strong>. 2-Furanoyl chloride (3.75 mL, 38 mmol) was added dropwise, at 0 C., to a mixture of N-tert-butoxycarbonyl-<strong>[13093-04-4]N,N'-dimethyl-1,6-hexanediamine</strong> (9.3 g, 38 mmol) and triethylamine (8.4 mL, 60 mmol) in dichloromethane (120 mL). The resulting mixture was stirred (2 h). The reaction mixture was washed with water (2×20 mL), brine (20 mL), dried over Na2SO4, and concentrated under reduced pressure. The residue was treated with 50% trifluoroacetic acid/dichloromethane (100 mL) overnight. Trifluoroacetic acid and dichloromethane were removed under reduced pressure and the residue was azeotroped with toluene (50 mL). The residue was dissolved in dichloromethane (120 mL), treated carefully with excess NaHCO3 (aqueous), the organic layer separated and the aqueous layer extracted with dichloromethane (2×50 mL). The combined organic layers were washed with water, brine and dried over Na2SO4. After removing the solvent, the residue was dried under vacuum to give the desired product 10 (7.8 g). MH+ 239.2, 1H NMR (CDCl3) delta7.50 (s, 1H), 7.0 (d, 1H), 6.50 (d, 1H), 3.55 (br. s, 3H), 3.0-3.3 (m, 4H), 2.4 5(s, 3H), 1.35-1.75 (m, 8H).
 

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