ChemicalBook > CAS DataBase List > (1R,2R)-ethyl2-(3,4-difluorophenyl)cyclopropane carboxylate
(1R,2R)-ethyl2-(3,4-difluorophenyl)cyclopropane carboxylate
- Product Name
- (1R,2R)-ethyl2-(3,4-difluorophenyl)cyclopropane carboxylate
- CAS No.
- 1006376-61-9
- Chemical Name
- (1R,2R)-ethyl2-(3,4-difluorophenyl)cyclopropane carboxylate
- Synonyms
- Ticagrelor Impurity 120;Ticagrelor-21;Ticagrelor Impurity 135;(1R,2R)-ethyl2-(3,4-difluorophenyl)cyclopropane carboxylate;Ethyl (1R,2R)-2-(3,4-Difluorophenyl)cyclopropanecarboxylate;ethyl(1R,2R)-2-(3,4-difluorophenyl)cyclopropane-1-carboxylate;(1R,2R)-trans-Ethyl 2-(3,4-difluorophenyl)cyclopropanecarboxylate;(1R,2R)-2-(3,4-Difluorophenyl)cyclopropanecarboxylic acid ethyl ester;(1R,2R)-2-(3,4-Difluorophenyl)cyclopropan-1-carboxylic acid ethyl ester;Cyclopropanecarboxylic acid, 2-(3,4-difluorophenyl)-, ethyl ester,(1R,2R)-
- CBNumber
- CB72563452
- Molecular Formula
- C12H12F2O2
- Formula Weight
- 226.22
- MOL File
- 1006376-61-9.mol
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(1R,2R)-ethyl2-(3,4-difluorophenyl)cyclopropane carboxylate Property
- 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
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Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
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N-Bromosuccinimide Price
TRC
- Product number
- E916678
- Product name
- (1R,2R)-trans-Ethyl2-(3,4-difluorophenyl)cyclopropanecarboxylate
- Packaging
- 25mg
- Price
- $220
- Updated
- 2021/12/16
TRC
- Product number
- E916678
- Product name
- (1R,2R)-trans-Ethyl2-(3,4-difluorophenyl)cyclopropanecarboxylate
- Packaging
- 5mg
- Price
- $55
- Updated
- 2021/12/16
TRC
- Product number
- E916678
- Product name
- (1R,2R)-trans-Ethyl2-(3,4-difluorophenyl)cyclopropanecarboxylate
- Packaging
- 10mg
- Price
- $100
- Updated
- 2021/12/16
ChemScene
- Product number
- CS-B0684
- Product name
- Cyclopropanecarboxylicacid,2-(3,4-difluorophenyl)-,ethylester,(1R,2R)-
- Packaging
- 100mg
- Price
- $166
- Updated
- 2021/12/16
AK Scientific
- Product number
- 2836AH
- Product name
- (1R,2R)-Ethyl2-(3,4-difluorophenyl)cyclopropanecarboxylate
- Packaging
- 100mg
- Price
- $235
- Updated
- 2021/12/16
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(1R,2R)-ethyl2-(3,4-difluorophenyl)cyclopropane carboxylate Chemical Properties,Usage,Production
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
867-13-0
1006376-63-1
1006376-61-9
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
Raw materials
Preparation Products
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1006376-61-9, (1R,2R)-ethyl2-(3,4-difluorophenyl)cyclopropane carboxylateRelated Search:
(trans)-2-(3,4-difluorophenyl)cyclopropanecarboxamide
Ticagrelor Sulfone
Ticagrelor Related Compound 15
Ticagrelor Related Compound 3 ((+/-)-6-Aminotetrahydro-2,2-Dimethyl-4H-Cyclopenta-1.3-dioxol-4-ol)
Ticagrelor Related Compound 38D-Tartrate
Ticagrelor Related Compound 90 HCl
2-[[(3aS,4R,6S,6aR)-4-[7-[[(1R,2S)-2-(3,4-Difluorophenyl)cyclopropyl]amino]-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl]-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-6-yl]oxy]ethanol
2-(Propylthio)-4(1H)-pyrimidinone
Ticagrelor diastereoMer
Ticagrelor Sulphone
Ticagrelor Related Compound 14
4-Chloro-2-propylsulfanyl-pyrimidine
2-[[(3aR,4S,6R,6aS)-6-[7-Chloro-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]tetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]-ethanol
Ticagrelor iMpurity
4,6-DICHLORO-5-NITRO-2-PROPYLTHIOPYRIMIDINE
Ethanol, 2-[[(3aR,4S,6R,6aS)-6-[[5-aMino-6-chloro-2-(propylthio)-4-pyriMidinyl]aMino]tetrahydro-2,2-diMethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]-
N-[(3aS,4R,6S,6aR)-Tetrahydro-6-(2-hydroxyethoxy)-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]carbamic acid phenylmethyl ester
AR-C 124910XX