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[ CAS No. 2494-12-4 ]

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Chemical Structure| 2494-12-4
Chemical Structure| 2494-12-4
Structure of 2494-12-4 * Storage: {[proInfo.prStorage]}

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Product Details of [ 2494-12-4 ]

CAS No. :2494-12-4 MDL No. :MFCD00037174
Formula : C10H13NO3 Boiling Point : -
Linear Structure Formula :- InChI Key :N/A
M.W :195.22 g/mol Pubchem ID :100526
Synonyms :

Safety of [ 2494-12-4 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 2494-12-4 ]

  • Downstream synthetic route of [ 2494-12-4 ]

[ 2494-12-4 ] Synthesis Path-Downstream   1~16

  • 1
  • [ 2896-60-8 ]
  • [ 2494-12-4 ]
  • [ 136985-18-7 ]
YieldReaction ConditionsOperation in experiment
18.1% at 40℃; for 16h; 0.1 M potassium phosphate buffer pH 7.0, laccase;
  • 2
  • [ 1946-82-3 ]
  • [ 2494-12-4 ]
  • [ 146004-52-6 ]
  • [ 146004-53-7 ]
  • 3
  • [ 55174-61-3 ]
  • [ 2494-12-4 ]
YieldReaction ConditionsOperation in experiment
52% With boron tribromide In dichloromethane for 17h; Ambient temperature;
  • 4
  • [ 2494-12-4 ]
  • [ 76734-99-1 ]
YieldReaction ConditionsOperation in experiment
With Locusta migratoria; oxygen; edetate disodium Ambient temperature; 0.2M Na-acetate buffer, pH 5.5, overnight incubation;
  • 5
  • [ 6275-29-2 ]
  • [ 2494-12-4 ]
YieldReaction ConditionsOperation in experiment
90% With boron tribromide In dichloromethane at 0 - 20℃; for 20h;
52% With boron tribromide In dichloromethane for 17h; Ambient temperature;
45% With boron tribromide In dichloromethane at -78 - 18℃;
  • 6
  • [ 62-31-7 ]
  • [ 108-24-7 ]
  • [ 2494-12-4 ]
YieldReaction ConditionsOperation in experiment
77% With sodium acetate; In N,N-dimethyl-formamide; at 20℃; for 3.5h; General procedure: To a solution of catecholamine (5.28 mmol) in DMF (23 mL), was added NaOAc (0.43 g, 5.28 mmol) and Ac2O (500 ml, 5.29 mmol) and the mixture stirred for 3.5h at room temperature. The reaction was followed by thin layer chromatography (CH2Cl2/MeOH, 9:1); the spots were visualized using UV light and also a phosphomolydbic acid solution followed by heating. The solvent was evaporated and the crude mixture purified by flash chromatography on silica (CH2Cl2/MeOH, 9:1)
  • 7
  • [ 76734-99-1 ]
  • [ 2494-12-4 ]
  • [ 14522-07-7 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride at 40℃; for 1h;
  • 8
  • [ 2494-12-4 ]
  • [ 2497-02-1 ]
  • Nα-Acetyl-Nτ-<1-(3,4-dihydroxyphenyl)-2-N-acetylamino-ethyl>-histidine [ No CAS ]
YieldReaction ConditionsOperation in experiment
8.1% With sodium phosphate at 40℃; for 16h; cuticle of larvae of the giant silkmoth Hyalophora cecropia;
  • 9
  • [ 2494-12-4 ]
  • [ 108-46-3 ]
  • [ 136985-27-8 ]
YieldReaction ConditionsOperation in experiment
With potassium hydroxide; potassium hexacyanoferrate(III) at 22℃; for 0.5h; Yield given;
  • 10
  • [ 2494-12-4 ]
  • 5-(2-acetamidoethyl)-2-hydroxy-1,4-benzoquinone [ No CAS ]
YieldReaction ConditionsOperation in experiment
55% With phosphate buffer pH 7.0; dihydrogen peroxide; horseradish peroxidase for 0.0833333h;
  • 11
  • [ 51-61-6 ]
  • [ 128459-09-6 ]
  • [ 2494-12-4 ]
YieldReaction ConditionsOperation in experiment
31% With sodium acetate In N,N-dimethyl-formamide for 4.5h; Ambient temperature;
  • 12
  • [ 2494-12-4 ]
  • [ 95-50-1 ]
  • 2-(2-acetylaminoethyl)dibenzo<b,e><1,4>dioxin [ No CAS ]
YieldReaction ConditionsOperation in experiment
With cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; potassium carbonate 1.) dichloroethane, reflux, 16 h, 2.) DMF, room temperature, 15 h, 3.) CH3CN, irradiation, 3 h; Yield given. Multistep reaction;
  • 13
  • [ 2494-12-4 ]
  • N-acetyldopaminequinone [ No CAS ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; potassium chloride electrolysis;
With phenoloxidase from Lucilia cuprina pupae
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In methanol; chloroform-d1
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In d(4)-methanol at 18℃;
With silver(l) oxide In N,N-dimethyl-formamide at 0℃;
With mushroom tyrosinase In aq. phosphate buffer at 20℃; Enzymatic reaction; 2 4.2. General procedure for the enzymatic oxidation of catecholamines, followed by addition of the nitrogen nucleophile General procedure: Mushroom tyrosinase (0.2 mg, 1074 units) was added to a solution of catecholamine (20 mg) in 1 mL phosphate buffer (pH 7.4, 50 mM) at r.t. The color changed to yellow, indicating the formation of the corresponding o-quinone. The enzyme was removed from the reaction mixture using a 5 mL HitrapTM desalting column (GE Heathcare), eluted with water (20 mL). The yellow solution of catecholamine-quinone was then added dropwise to a solution of NAcHis (10 eq.) or Imid (10 eq.) in phosphate buffer (15 mL, pH 7.4, 50 mM), and the reaction mixture was stirred for 1 h. At the terminus of the reaction 1 mL of 88% formic acid was added, and the reaction mixture was carefully evaporated under reduced pressure. The resulting orange oil was dissolved in water and purified by reverse-phase (RP-18) modified silica gel column chromatography, using water (100 mL) and 50% MeOH (100 mL) as eluent. The fraction containing the product eluted with 50% MeOH and was purified by HPLC (see ESI).
With silver(l) oxide In acetone at 20℃; for 0.5h; 3.1 General procedure for oxidation nucleophilic trapping study General procedure: 5 equiv of Ag2O were added to a stirred solution of catecholamines in acetone at room temperature. After 30min (10min for NAΔDA), Ag2O was removed from the yellow reaction mixture via filtration. To the filtrate, 5 equiv of ethanethiol were added. Stirring was continued for 1h and then the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (5% MeOH/DCM) and/or semi-preparative reversed-phase HPLC/PDA method. All the purified compounds are brown oil unless specified otherwise

  • 14
  • [ 645-31-8 ]
  • [ 108-24-7 ]
  • [ 2494-12-4 ]
YieldReaction ConditionsOperation in experiment
With dmap In dichloromethane
In methanol; water; ethyl acetate at 20℃;
  • 15
  • [ 2494-12-4 ]
  • Kynuramine dihydrobromide [ No CAS ]
  • styelsamine B [ No CAS ]
YieldReaction ConditionsOperation in experiment
35% Stage #1: N-acetyldopamine; Kynuramine dihydrobromide With cerium(III) chloride; silver(l) oxide In methanol; acetic acid at 40℃; for 1.5h; Stage #2: With hydrogenchloride In methanol; acetic acid at 90℃; for 0.5h; Further stages.;
  • 16
  • [ 2494-12-4 ]
  • [ 51-61-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: Locusta migratoria, Na2EDTA, O2 / Ambient temperature; 0.2M Na-acetate buffer, pH 5.5, overnight incubation 2: 6M HCl / 3 h / 110 °C
Multi-step reaction with 2 steps 1: Locusta migratoria, Na2EDTA, O2 / Ambient temperature; 0.2M Na-acetate buffer, pH 5.5, overnight incubation 2: 1M HCl / 3 h / Heating
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