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Chemical Structure| 149505-94-2 Chemical Structure| 149505-94-2

Structure of 149505-94-2

Chemical Structure| 149505-94-2

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Product Details of [ 149505-94-2 ]

CAS No. :149505-94-2
Formula : C12H17NO3
M.W : 223.27
SMILES Code : O=C(OC(C)(C)C)NCC1=CC=C(O)C=C1
MDL No. :MFCD18206146
Boiling Point : No data available
InChI Key :PONJIMVVHPQAJL-UHFFFAOYSA-N
Pubchem ID :11085418

Safety of [ 149505-94-2 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P233-P260-P261-P264-P271-P280-P302+P352-P304-P304+P340-P305+P351+P338-P312-P321-P332+P313-P337+P313-P340-P362-P403-P403+P233-P405-P501

Application In Synthesis of [ 149505-94-2 ]

* 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 [ 149505-94-2 ]

[ 149505-94-2 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 207399-07-3 ]
  • [ 149505-94-2 ]
  • 2-(2-{2-chloro-3-[(1,3-dihydro-3,3-dimethyl-1-propyl-2H-indol-2-ylidene)ethylidene]-2-(4-tert-butylcarbamate aminomethylphenoxy)-1-cyclohexen-1-yl}ethenyl)-3,3-dimethyl-1-propylindolium iodide [ No CAS ]
YieldReaction ConditionsOperation in experiment
100% With caesium carbonate; In dichloromethane; at 40℃; for 1h;Inert atmosphere; Preparation of 2-(2-{2-chloro-3-[(1,3-dihydro-3,3-dimethyl-1-propyl-2H-indol-2-ylidene)ethylidene]-2-(4-tert-butylcarbamate aminomethylphenoxy)-1-cyclohexen-1-yl}ethenyl)-3,3-dimethyl-1-propylindolium iodide 6-2 A mixture of tert-butyl (4-hydroxyphenylmethyl)carbamate (348 mg, 1.5 mmol), <strong>[207399-07-3]IR-780</strong> (6-1) (500 mg, 0.75 mmol), and cesium carbonate (487 mg, 1.5 mmol) in anhydrous DCM (50 mL) was stirred at 40 C. under argon. After 1 h, the reaction mixture was filtered through Celite and the filtrate was concentrated in vacuo. The crude residue was purified by flash chromatography (SiO2, eluted with DCM and MeOH) to yield the title product 6-2 (1.3 g, quant.).
100% With caesium carbonate; In dichloromethane; at 40℃; for 1h;Inert atmosphere; A mixture of tert-butyl (4-hydroxyphenylmethyl)carbamate (348 mg, 1.5 mmol), <strong>[207399-07-3]IR-780</strong> (6-1) (500 mg, 0.75 mmol), and cesium carbonate (487 mg, 1.5 mmol) in anhydrous DCM (50 mL) was stirred at 40 C. under argon. After 1 h, the reaction mixture was filtered through Celite and the filtrate was concentrated in vacuo. The crude residue was purified by flash chromatography (SiO2, eluted with DCM and MeOH) to yield the title product 6-2 (1.3 g, quant.).
  • 2
  • [ 32707-89-4 ]
  • [ 149505-94-2 ]
  • C21H21F6NO3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With triphenylphosphine; In tetrahydrofuran; at 0 - 20℃; for 24.5h;Inert atmosphere; General procedure: To a stirred solution of the tert-butyl 4-hydroxybenzylcarbamate (5.0 mmol) in dry THF under nitrogen atmosphere, the corresponding benzyl alcohol (5.0 mmol) and PPh3 (5.0 mmol) were added at 0C. Afterwards, DIAD or DEAD (5.0 mmol) was added dropwise for over 10 min. The reaction mixture was stirred at 0C for 20 min and then at rt for 24 h. The solvent was removed under reduced pressure and the product was purified by flash chromatography (petroleum ether/EtOAc 5:1) giving the corresponding amines 1q-ad. The procedures above were used in order to further use the compound as free amine or its trifluoroacetic/hydrochloric salt.
 

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