(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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(1R,2R)-ethyl2-(3,4-difluorophenyl)cyclopropane carboxylate Suppliers

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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

(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

Ticagrelor Impurity 120

(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

(1R,2R)-trans-Ethyl 2-(3,4-difluorophenyl)cyclopropanecarboxylate

(1R,2R)-2-(3,4-Difluorophenyl)cyclopropan-1-carboxylic acid ethyl ester

Ethyl (1R,2R)-2-(3,4-Difluorophenyl)cyclopropanecarboxylate

1006376-61-9