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[ CAS No. 151607-70-4 ] {[proInfo.proName]}

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Chemical Structure| 151607-70-4
Chemical Structure| 151607-70-4
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Product Details of [ 151607-70-4 ]

CAS No. :151607-70-4 MDL No. :MFCD13195247
Formula : C23H19N3O2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 369.42 Pubchem ID :-
Synonyms :

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Application In Synthesis of [ 151607-70-4 ]

* 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 [ 151607-70-4 ]

[ 151607-70-4 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 76-83-5 ]
  • [ 4928-88-5 ]
  • [ 151607-70-4 ]
YieldReaction ConditionsOperation in experiment
84% With triethylamine; In methanol; N,N-dimethyl-formamide; Step 1 Preparation of 1-trityl-<strong>[4928-88-5]1H-[1,2,4]triazole-3-carboxylic acid methyl ester</strong> A solution of <strong>[4928-88-5]1H-[1,2,4]triazole-3-carboxylic acid methyl ester</strong> (3.0 g, 0.23 mol) in N,N-dimethylformamide (76 mL) at 25° C. was treated with triphenylmethylchloride (7.2 g, 0.23 mol) and triethylamine (6.41 mL, 0.23 mol). The reaction mixture was stirred at 25° C. for 4 days and then diluted with ethyl acetate. The mixture was then washed with a dilute aqueous hydrochloric acid solution. At this time, methanol was added to the organic layer. A precipitate formed and was removed by filtration. The organics were further washed with a saturated aqueous sodium chloride solution, dried over magnesium sulfate, filtered, and concentrated in vacuo. The resulting solid was triturated with diethyl ether. The solid was collected by filtration and washed again with diethyl ether to afford 1-trityl-<strong>[4928-88-5]1H-[1,2,4]triazole-3-carboxylic acid methyl ester</strong> as a white solid (2.45 g, 84percent) which was used without further purification: LR-FAB for C23H19N3O2 (M+) at m/z=369.
84% With triethylamine; In N,N-dimethyl-formamide; Step 1 Preparation of 1-trityl-<strong>[4928-88-5]1H-[1,2,4]triazole-3-carboxylic acid methyl ester</strong> A solution of <strong>[4928-88-5]1H-[1,2,4]triazole-3-carboxylic acid methyl ester</strong> (3.0 g, 0.023 mol) in N,N-dimethylformamide at 25° C. was treated with triphenylmethylchloride (7.2 g, 0.025 mol) and triethylamine (6.41 mL, 0.046 mol). The reaction was stirred at 25° C. for 4 days. At this time, the reaction was concentrated in vacuo. The residue was diluted with ethyl acetate and then washed with a dilute 1N aqueous hydrochloric acid solution and a saturated aqueous sodium chloride solution. The organics were dried over magnesium sulfate, filtered, and concentrated in vacuo. The resulting solids were diluted with ether, collected by filtration, washed with ether, and dried in vacuo to afford 1-trityl-<strong>[4928-88-5]1H-[1,2,4]triazole-3-carboxylic acid methyl ester</strong> (2.45 g, 84percent) as a white solid: LR-FAB for C23H19N3O2 (M+H)+ at m/z=370.
84% With triethylamine; In DMF (N,N-dimethyl-formamide); at 25℃; for 96h; A solution of [LH-[1,] 2,4] triazole-3-carboxylic acid methyl ester (3.0 g, 0.23 mol) in [N, N-DIMETHYLFORMAMIDE] (76 mL) at [25 oC] was treated with triphenylmethylchloride (7.2 g, 0.23 mol) and triethylamine (6.41 mL, 0.23 mol). The reaction mixture was stirred at [25 oC] for 4 days and then diluted with ethyl acetate. The mixture was then washed with a dilute aqueous hydrochloric acid solution. At this time, methanol was added to the organic layer. A precipitate formed and was removed by filtration. The organics were further washed with a saturated aqueous sodium chloride solution, dried over magnesium sulfate, filtered, and concentrated in vacuo. The resulting solid was triturated with diethyl ether. The solid was collected by filtration and washed again with diethyl ether to afford 1-trityl-1H-[1, 2,4] triazole-3-carboxylic acid methyl ester as a white solid (2.45 g, 84percent) which was used without further purification.A solution of 2, 2-dimethyl-propionic acid 8- (4-acetylamino-benzyl)-3-butyl-2, 6- dioxo-1, 2,3, 6-tetrahydro-purin-7-ylmethyl ester (104 mg, 0.22 mmol) in acetonitrile (2.0 mL) was treated with [1,] 8-diazabicyclo [5.4. 0] [UNDEC-7-ENE] (0.03 mL, 0.24 mmol) and [2-BROMOMETHYL-1-FLUORO-4-NITRO-BENZENE] (56.6 mg, 0.24 mmol). The resulting solution was heated to [50 oC FOR] 6 h. At this time, another portion of 1,8- diazabicyclo [5. [4 : 0] UNDEC-7-ENE] (0.03 mL, 0.24 mmol) was added. The reaction was stirred at [25 oC] for 18 h. At this time, the reaction was poured into ethyl acetate (200 mL) and was washed with a 1N aqueous hydrochloric acid solution [(1] x 50 mL) and a saturated aqueous sodium chloride solution [(1] x 50 mL). The organics were dried over magnesium sulfate, filtered, and concentrated in vacuo. Flash chromatography (Merck Silica gel 60,230-400 mesh, 1: 1 ethyl acetate/petroleum ether) afforded 2,2- dimethyl-propionic acid 8- (4-acetylamino-benzyl)-3-butyl-1- (2-fluoro-5-nitro-benzyl)- 2, [6-DIOXO-1,] 2,3, 6-tetrahydro-purin-7-ylmethyl ester (45.3 mg, 33percent) as a tan solid
85 g With pyridine; at 0℃; for 3.5h;Reflux; To a cooled (0 oC) solution of <strong>[4928-88-5]methyl 1H-1,2,4-triazole-3-carboxylate</strong> (36 g, 283.2 mmol, 1.0 equiv) in pyridine(300mL) was added triphenylmethyl chloride (85 g, 304.9 mmol, 1.1 equiv) and the suspension was stirred for 90 min at room temperature. Then the suspension was then heated at 100 oC and refluxed for 2h. The clear solution was cooled to room temperature and concentrated under vacuum. Isopropanol (500 mL) was added to the residue and the solid was filtered and washed with 3x 300 mL H2O. The solid was dried in an oven under reduced pressure to afford 85 g of the title compound as a white solid. LCMS ES+ 243 [M+H]+ (Trityl fragment).

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