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[ CAS No. 151860-17-2 ] {[proInfo.proName]}

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Chemical Structure| 151860-17-2
Chemical Structure| 151860-17-2
Structure of 151860-17-2 * Storage: {[proInfo.prStorage]}
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Product Details of [ 151860-17-2 ]

CAS No. :151860-17-2 MDL No. :MFCD18632890
Formula : C12H16N2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 188.27 Pubchem ID :-
Synonyms :

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Application In Synthesis of [ 151860-17-2 ]

* 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 [ 151860-17-2 ]

[ 151860-17-2 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 151860-17-2 ]
  • [ 4335-77-7 ]
  • [ 712355-73-2 ]
  • 2
  • [ 427-49-6 ]
  • [ 151860-17-2 ]
  • [ 712356-14-4 ]
  • 3
  • [ 80149-80-0 ]
  • [ 151860-17-2 ]
  • [ 845626-26-8 ]
YieldReaction ConditionsOperation in experiment
80% With sodium carbonate; In ethanol; water; at 20℃; for 17.5h;Heating / reflux; [0258] 2-(Trimethylsilyl)ethyl p-nitrophenyl carbonate (2.26 g, 7.97 mmol) in abs. ethanol (10 mL) was added to a stirred suspension of compound 101b (1.50 g, 7.97 mmol, J. Chem. Soc., Perkin Trans. 1 2000: 1615-22) in aq. Na2CO3 (20 mL, 2M). Water (10 mL) was added and the sides of the flask were rinsed with abs. ethanol (15 mL). The reaction was refluxed with stirring for 1 hour, cooled, and then stirred under an atmosphere of N2 at ambient temperature for 16.5 hours. Most of the solvent was removed in vacuo and the resulting slurry was partitioned between methylene chloride and water. The aqueous layer was extracted with methylene chloride (×3). The organic layers were combined and dried over Na2SO4. Filtration followed by removal of the solvent in vacuo yielded a residue that was purified via flash chromatography (19:1, methylene chloride:methanol) to yield compound 101b (2.12 g, 80% yield) as a light brown oil, 1H NMR (CDCl3, 300 MHz): 0.03 (s, 9H), 0.97 (t,j=8.3 Hz, 2H), 1.50 (s, 2H), 2.38 (d,j=8.9 Hz, 2H), 2.92 (s, 1H), 3.06 (d,j=5.9 Hz, 2H), 3.55 (s, 2H), 4.14 (t,j=8.2 Hz, 2H), 4.64 (bs, 1H), 7.19-7.30 (m, 5H); ESI(+) MS:333(M+H+).
80% With sodium carbonate; In ethanol; water; at 20℃; for 17.5h;Heating / reflux; 2-(Trimethylsilyl)ethyl p-nitrophenyl carbonate (2.26 g, 7.97 mmol) in abs. ethanol (10 mL) was added to a stirred suspension of compound 201 (1.50 g, 7.97 mmol, J. Chem. Soc., Perkin Trans. 1 2000: 1615-22) in aq. Na2CO3 (20 mL, 2M). Water (10 mL) was added and the sides of the flask were rinsed with abs. ethanol (15 mL). The reaction was refluxed with stirring for 1 hour, cooled, and then stirred under an atmosphere of N2 at ambient temperature for 16.5 hours. Most of the solvent was removed in vacuo and the resulting slurry was partitioned between methylene chloride and water. The aqueous layer was extracted with methylene chloride (×3). The organic layers were combined and dried over Na2SO4. Filtration followed by removal of the solvent in vacuo yielded a residue that was purified via flash chromatography (19:1, methylene chloride:methanol) to yield compound 202 (2.12 g, 80% yield) as a light brown oil, 1H NMR (CDCl3, 300 MHz): 0.03 (s, 9H), 0.97 (t, J=8.3 Hz, 2H), 1.50 (s, 2H), 2.38 (d, J=8.9 Hz, 2H), 2.92 (s, 1H), 3.06 (d, J=5.9 Hz, 2H), 3.55 (s, 2H), 4.14 (t, J=8.2 Hz, 2H), 4.64 (bs, 1H), 7.19-7.30 (m, 5H); ESI(+) MS: 333 (M+H+).
  • 4
  • [ 3468-01-7 ]
  • [ 151860-17-2 ]
  • (1α,5α,6α)-6N-[3-benzyl-3-azabicyclo [3.1.0]hexyl]-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran-8-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In 4-methyl-morpholine; DMF (N,N-dimethyl-formamide); 1-hydorxy benzotriazole at 0 - 20℃; for 3.5h; 1.b Step b: Synthesis of (la, 5A, 6A)-6N- [3-BENZYL-3-AZABICYCLO [3.1. 0] hexyl-3methyl-4- OXO-2-PHENYL-4H-1-BENZOPYRAN-8-CARBOXAMIDE A solution of FLAVONE-8-CARBOXYLIC acid which was available commercially from LANCASTER (1 MMOL) AND MONOPROTECTED (LA, 5A, 6A) -6-AMINO-3-AZABICYCLO [3.1. 0] HEXANE (1.5 mmol) in DMF was cooled to 0C. 1-HYDORXY benzotriazole (1. 2MMOL) was added to the reaction mixture (RM) followed by the addition of N-methylmorpholine (1 mmol) and the reaction mixture was stirred for 30 minutes. 1- (3-DIMETHYLAMINOPROPYL)-3-ETHYL carbodimide hydrochloride was added and the reaction mixture was stirred for 3 hrs at 0C followed by stirring at RT for overnight. The RM was poured into water and extracted with ethyl acetate. The organic layer was dried and the residue obtained after removal of solvents was used as such. MP= 182-184C, IR (KBr): 3287,2276, 1635 CM' IHNMR 8 values: 8.48-8. 45 (M, 1H), 8.37-8. 35 (m, LH), 7.65-7. 63 (m, 5H), 7.58-7. 57 (m, lH), 7.32-7. 22 (m, 5H), 3.58 (5,2H), 3.33 (m, LH), 3.12 (d, 2H, 5 = 9.0 Hz), 2.40 (d, 2H, J = 9.0 Hz), 2.18 (s, 3H), 1.74 (bs, 1H), 1.43 (M, 2H); Mass (m/z) = 451. 2.
  • 5
  • [ 82-07-5 ]
  • [ 151860-17-2 ]
  • N-[(1α,5α,6α)-3-benzyl-3-aza-bicyclo[3.1.0]hex-6-ylmethyl]-9H-xanthene-9-carboxylic acid amide [ No CAS ]
YieldReaction ConditionsOperation in experiment
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 0 - 20℃; for 25h; Synthesis of N-[Y1 a, 5 a, 6 a)-3-benzyl-3-aza-bicvclor3.1.01hex-6-yll-9H-Xanthene-9-carboxylic acid amide; A solution of 9H- <strong>[82-07-5]xanthene-9-carboxylic acid</strong> (commercially available) (1.0 eq) and (1 a, 5 a, 6 a/)-6-amino-3-benzyl-3-aza-bicyclo[3.1.0]hexane (0.95 eq) in dimethylformamide was cooled to 0C. To the resulting reaction mixture was added hydroxybenzotriazole (1 eq) and N-methylmorpholine (2eq). The reaction mixture was stirred for 30 minutes at 0C followed by the addition of l-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (leq). The reaction mixture was again stirred for 1 hour at 0C and thereafter it was stirred at room temperature for 24 hours. The reaction mixture was poured into water under stirring and extracted with ethylacetate. The solvent was evaporated under reduced pressure and the residue thus obtained was purified by column chromatography to furnish the title compound.
A solution of 9H-<strong>[82-07-5]xanthene-9-carboxylic acid</strong> (commercially available) (1.0 eq) and (1alpha,5alpha,6alpha)-6-amino-3-benzyl-3-aza-bicyclo[3.1.0]hexane (0.95 eq) in dimethylformamide was cooled to 0+ C. To the resulting reaction mixture was added hydroxybenzotriazole (1 eq) and N-methylmorpholine (2 eq). The reaction mixture was stirred for 30 minutes at 0 C. followed by the addition of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (1 eq). The reaction mixture was again stirred for 1 hour at 0 C. and thereafter it was stirred at room temperature for 24 hours. The reaction mixture was poured into water under stirring and extracted with ethylacetate. The solvent was evaporated under reduced pressure and the residue thus obtained was purified by column chromatography to furnish the title compound.
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