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CAS No. : | 95753-55-2 | MDL No. : | MFCD00057810 |
Formula : | C24H20N2O6 | Boiling Point : | - |
Linear Structure Formula : | C15H11O2NHCH(CH2C6H4NO2)COOH | InChI Key : | RZRRJPNDKJOLHI-QFIPXVFZSA-N |
M.W : | 432.43 | Pubchem ID : | 7016054 |
Synonyms : |
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Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
67% | With sodium hydroxide; In water; acetonitrile; at 20℃; for 3h; | A solution of 80 mL of acetonitrile was added to a suspension of 37.7 g (0.179 mol) of acid 2a and 2b in 200 mL of 2% NaOH aqueous solution until complete dissolution. A solution of 61.8 g (0.183 mol) of suspension of Fmoc-OSu in 100 mL of acetonitrile was added to this solution. The reaction mixture was stirred for 3 hours at room temperature and acidified with 5% HCl to pH 4-5. The precipitated white crystals were filtered off, washed with ethyl acetate, and dried. The reaction product was recrystallized from ethanol-dioxane mixture, 50 : 50. Yield 67% (3a), 71% (3b). mp 230C (mp 233-234C [10]). IR spectrum nu, cm-1: 3429, 3202, 1724, 1693, 1601, 1520, 1447, 1354, 1223, 1057, 856, 760, 741. 1 NMR spectrum (DMSO-d6), delta, ppm: 2.90-3.09 m (1H, CH2), 3.25 d.d (1H, CH2, 2J 13.7, 3J 4.3 Hz), 4.13-4.34 m (4H, 2CH2, 2CH), 7.23-7.45 m (4Harom), 7.54 d (2Harom, 3J 8.6 Hz), 7.60-7.64 m (2Harom), 7.79 d (1H, NH, 3J 8.6 Hz), 7.88 d (2Harom, 3J 7.5 Hz ), 8.14 d (2Harom, 3J 8.6 Hz ), 12.93 s (1H, COOH). 13 NMR spectrum (DMSO-d6), delta, ppm: 36.62 (CH2), 47.03 (CH), 55.25 (CH), 66.03 (CH2), 120.56, 123.69, 125.62, 127.45, 128.07, 130.94, 141.16, 144.20, 146.73 (arom), 156.39 (CONH), 173.27 (COOH). Mass spectrum (ESI), m/z: 455.1214 [M + Na]+. C24H20N2O6. Calculated M 432.1321. |
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