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CAS No. : | 55750-53-3 | MDL No. : | MFCD00043140 |
Formula : | C10H13NO4 | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | WOJKKJKETHYEAC-UHFFFAOYSA-N |
M.W : | 211.21 | Pubchem ID : | 573683 |
Synonyms : |
|
Chemical Name : | 6-Maleimidohexanoic acid |
Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | |
Hazard Statements: | H315-H319-H335 | Packing Group: | |
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 |
---|---|---|
36% | With diethyl cyanophosphonate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20℃; for 12h;Inert atmosphere; | To a suspension of MMAE (0.05 g, 0.0694 mmol) in freshly distilled dry DCM (2 ml), 6-maleimidocaproic acid (0.0221 g, 0.104 mmol) was added followed by diethylcyanophosphonate (21 muIota, 0.139 mmol) and DIPEA (37 muIota, 0.208 mmol). On addition of DIPEA, the reaction mixture became clear and was stirred at room temperature under nitrogen for 12 h, TLC [silica gel: 5percent MeOH/DCM, Rf 0.31]. The reaction mixture was diluted with DCM (30 ml) and washed with 10percent citric acid (2 X 20 ml), water (20 ml), brine (20 ml) and concentrated to dryness. The crude was purified by flash column chromatography [silica gel: 5percent MeOH/DCM] to give 6- Maleimidocaproyl-MMAE 37 as a white solid 0.023 g (36percent). MS (m/z) found 911.58 (M+1) calculated for C49H79N6O10 |