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CAS No. : | 15121-89-8 | MDL No. : | MFCD00011533 |
Formula : | C12H12O3 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | ACXLBHHUHSJENU-CMDGGOBGSA-N |
M.W : | 204.22 | Pubchem ID : | 5369605 |
Synonyms : |
|
Signal Word: | Danger | Class: | 9 |
Precautionary Statements: | P201-P202-P261-P264-P270-P272-P273-P280-P301+P312+P330-P302+P352+P312+P362+P364-P305+P351+P338+P310-P308+P313-P391-P405-P501 | UN#: | 3082 |
Hazard Statements: | H302+H312-H315-H317-H318-H341-H410 | Packing Group: | Ⅲ |
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 |
---|---|---|
In dichloromethane at -20℃; for 7h; Title compound not separated from byproducts; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
To 100 ml of ethanol were added 9.69 g of N6-trifluoroacetyl-L-lysine and 8.16 g of trans-ethyl -benzoylacrylate. Thereto was added 40 ml of 1N aqueous solution of lithium hydroxide over about 2 hours with stirring, while maintaining the temperature at about -5C, and the stirring was further continued for 30 minutes. The reaction was terminated by adding 10 ml of concentrated hydrochloric acid thereto. To the reaction mixture were added 130 ml of ethanol and 5 g of 10 % palladium-carbon, and a reduction reaction was carried out at about 40C under ordinary pressure. After the reaction, the catalyst was removed by suction filtration. The obtained ethanol solution was adjusted to about pH 4 with sodium hydroxide, added with water and concentrated under reduced pressure to distil away ethanol so as to replace the solvent with water. The resulting crystals were filtered with suction and dried under vacuum to give 33 g of N2-(1-ethoxycarbonyl-3-phenylpropyl)-N6-trifluoroacetyl-L-lysine (1S/1R ratio = 80/20). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With 1,4-diaza-bicyclo[2.2.2]octane In dichloromethane at 20℃; | General procedure for preparation of racemates (GP4) General procedure: DABCO (10 mol%) was added to solution of thiol (1.5 equiv) in dichloromethane (2.5 mL) and resulted solution was stirred for 15 minutes at r.t. followed by addition of Michael acceptor (0.3 or 0.5 mmol). After 18-21 h whole reaction mixture was loaded onto a plug of silica gel, as described above (GP1). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70.4 g | With triethylamine; In ethanol; at 15℃; for 32h; | In a four-necked flask, 71.8 g (0.35 mol) of ethyl 3-benzoylacrylate was added. <strong>[42854-62-6]L-alanine benzyl ester p-toluenesulfonate</strong> 123.7 g (0.35 mol), 280 ml of anhydrous ethanol and 41.7 g (0.41 mol) of triethylamine were reacted at 15C for 32 hours. The crystals were crystallized and filtered to obtain 70.4 g of N-[(1S)-1-ethoxycarbonyl-3-phenyl-3-oxopropyl]-L-alanine benzyl ester. The filtered mother liquor is left for use. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With triethylamine; lithium hydroxide; In ethanol; at 15℃; for 0.666667h; | When 95% ethanol was added to a 130ml four-necked flask, 11.4 g of 3-benzoyl-acrylate, N6-trifluoroacetyl-lysine -L- 12g, the reaction solution was cooled to 0 deg.] C, was added dropwise to the flask A 1.0 mol/L pre-chilled lithium hydroxide solution (50 ml) was added and stirring was continued for 40 ± 5 minutes. After completion of the reaction, 12 ml of purified hydrochloric acid was added to the reaction mixture, followed by stirring for 20 minutes to obtain a lyo-adduct reaction solution, which was left to stand. |
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