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| | (1R,2R)-ethyl2-(3,4-difluorophenyl)cyclopropane carboxylate Basic information |
| Product Name: | (1R,2R)-ethyl2-(3,4-difluorophenyl)cyclopropane carboxylate | | Synonyms: | (1R,2R)-ethyl2-(3,4-difluorophenyl)cyclopropane carboxylate;Cyclopropanecarboxylic acid, 2-(3,4-difluorophenyl)-, ethyl ester,(1R,2R)-;(1R,2R)-2-(3,4-Difluorophenyl)cyclopropanecarboxylic acid ethyl ester;ethyl(1R,2R)-2-(3,4-difluorophenyl)cyclopropane-1-carboxylate;(1S,2S,3S,5S)-3-(7-hydroxy-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-5-(2-hydroxyethoxy)cyclopentane-1,2-diol;Ticagrelor-21;Ticagrelor impurity 32/ethyl(1R,2R)-2-(3,4-difluorophenyl)cyclopropane-1-carboxylate;Ticagrelor Impurity 135 | | CAS: | 1006376-61-9 | | MF: | C12H12F2O2 | | MW: | 226.22 | | EINECS: | 919-127-6 | | Product Categories: | | | Mol File: | 1006376-61-9.mol |  |
| | (1R,2R)-ethyl2-(3,4-difluorophenyl)cyclopropane carboxylate Chemical Properties |
| Boiling point | 262.7±40.0 °C(Predicted) | | density | 1.257±0.06 g/cm3(Predicted) | | storage temp. | Sealed in dry,Room Temperature | | Appearance | Colorless to light yellow Liquid |
| | (1R,2R)-ethyl2-(3,4-difluorophenyl)cyclopropane carboxylate Usage And Synthesis |
| Uses | (1R,2R)-trans-Ethyl 2-(3,4-difluorophenyl)cyclopropanecarboxylate is a useful chemical in studying the inhibitory effect on ADP-induced platelet aggregation of ticagrelor derivatives as antiplatelet agents. | | Synthesis | The general procedure for the synthesis of ethyl (1R,2R)-2-(3,4-difluorophenyl)cyclopropanecarboxylate from triethyl phosphonoacetate and (S)-2-(3,4-difluorophenyl)oxirane was as follows: sodium tert-butoxide (115.2 g, 1.2 mol) and triethyl phosphonoacetate (269.0 g, 1.2 mol) with toluene (150 g) were added to a 2 L three-necked flask and heated to 100 °C. Subsequently, a toluene solution of (S)-2-(3,4-difluorophenyl)oxirane was slowly added dropwise, and the reaction temperature was controlled to be maintained at 100 °C, and the reaction lasted for 4 hours. After completion of the reaction, the reaction mixture was cooled and quenched by addition of water (500 g). The organic phase was separated, dried with anhydrous sodium sulfate and concentrated to afford the target product ethyl (1R,2R)-2-(3,4-difluorophenyl)cyclopropanecarboxylate 203.9 g in 90.6% yield, 99.2% ee value and 99.2% purity. | | References | [1] Patent: CN107686447, 2018, A. Location in patent: Paragraph 0024; 0029; 0030; 0034
[2] Patent: WO2008/18823, 2008, A1. Location in patent: Page/Page column 30
[3] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 11, p. 3598 - 3602 |
| | (1R,2R)-ethyl2-(3,4-difluorophenyl)cyclopropane carboxylate Preparation Products And Raw materials |
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