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Chemical Structure| 1606-01-5 Chemical Structure| 1606-01-5
Chemical Structure| 1606-01-5

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Synonyms: Diethylglycine

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Product Details of Diethylglycine

CAS No. :1606-01-5
Formula : C6H13NO2
M.W : 131.17
SMILES Code : O=C(O)CN(CC)CC
Synonyms :
Diethylglycine
MDL No. :MFCD00461044

Safety of Diethylglycine

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

Application In Synthesis of Diethylglycine

* 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 [ 1606-01-5 ]

[ 1606-01-5 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 873054-44-5 ]
  • [ 1606-01-5 ]
  • [ 943316-05-0 ]
YieldReaction ConditionsOperation in experiment
To a mixture of N-(5-hydroxy-2,4-ditert-butyl-phenyl)-4-oxo-1H-quinoline-3-carboxamide (3.92 g, 10 mmol), DMAP (8.54 g, 70 mmol) and diethylamino-acetic acid (2.62 g, 20 mmol) in dichloromethane (35 mL) was added N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide (5.75 g, 30 mmol). The reaction was stirred at room temperature for 3 days. The reaction mixture was washed with water, dried over MgSO4 and concentrated. The residue was dissolved in DMSO and purified by reverse phase HPLC (10-99% CH3CH-H2O with 0.5% TFA) to yield the product as a TFA salt. A portion of this product (130 mg) was dissolved in dichloromethane and extracted with saturated NaHCO3 solution, dried over MgSO4 and concentrated to yield the freebase; 1H-NMR (400 MHz, d-DMSO) delta 12.93 (br s, 1H), 12.05 (s, 1H), 8.87 (s, 1H), 8.33 (dd, J=8.2, 1.1 Hz, 1H), 7.82 (m, 1H), 7.75 (d, J=7.8 Hz, 1H), 7.52 (m, 1H), 7.42 (s, 1H), 7.39 (s, 1H), 3.63 (s, 2H), 2.66 (q, J=7.1 Hz, 4H), 1.45 (s, 9H), 1.32 (s, 9H), 1.02 (t, J=7.1 Hz, 6H); HPLC ret. time 2.99 min, 10-99% CH3CN, 5 min run; ESI-MS 506.5 m/z (MH+). The freebase was then dissolved in diethyl ether and HCl solution (2M in diethyl ether, 2 equivalents) was added and the solution was concentrated to yield [5-[(4-oxo-1H-quinolin-3-yl)carbonylamino]-2,4-ditert-butyl-phenyl]2-diethylaminoacetate hydrochloride as a light pink solid. 1H-NMR (400 MHz, d-DMSO) delta 13.15 (d, J=6.8 Hz, 1H), 12.09 (s, 1H), 10.13 (s, 1H), 8.83 (d, J=6.8 Hz, 1H), 8.33 (d, J=7.6 Hz, 1H), 7.85-7.78 (m, 2H), 7.58 (s, 1H), 7.53 (m, 1H), 7.44 (s, 1H), 4.66 (m, 2H), 3.28 (m, 4H), 1.46 (s, 9H), 1.34 (s, 9H), 1.27 (t, J=7.3 Hz, 6H); HPLC ret. time 3.01 min, 10-99% CH3CN, 5 min run; ESI-MS 506.5 m/z [M+H]+.
 

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