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(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
Molecular Weight:
226.22
MDL Number:
MFCD22419930
MOL File:
1006376-61-9.mol
Last updated:2025-08-08 17:45:00
Product description Number Pack Size Price
(1R,2R)-trans-Ethyl2-(3,4-difluorophenyl)cyclopropanecarboxylate E916678 25mg $220
(1R,2R)-trans-Ethyl2-(3,4-difluorophenyl)cyclopropanecarboxylate E916678 5mg $55
(1R,2R)-trans-Ethyl2-(3,4-difluorophenyl)cyclopropanecarboxylate E916678 10mg $100
Cyclopropanecarboxylicacid,2-(3,4-difluorophenyl)-,ethylester,(1R,2R)- CS-B0684 100mg $166
(1R,2R)-Ethyl2-(3,4-difluorophenyl)cyclopropanecarboxylate 2836AH 100mg $235

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

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338

(1R,2R)-ethyl2-(3,4-difluorophenyl)cyclopropane carboxylate price More Price(13)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC E916678 (1R,2R)-trans-Ethyl2-(3,4-difluorophenyl)cyclopropanecarboxylate 1006376-61-9 25mg $220 2021-12-16 Buy
TRC E916678 (1R,2R)-trans-Ethyl2-(3,4-difluorophenyl)cyclopropanecarboxylate 1006376-61-9 5mg $55 2021-12-16 Buy
TRC E916678 (1R,2R)-trans-Ethyl2-(3,4-difluorophenyl)cyclopropanecarboxylate 1006376-61-9 10mg $100 2021-12-16 Buy
ChemScene CS-B0684 Cyclopropanecarboxylicacid,2-(3,4-difluorophenyl)-,ethylester,(1R,2R)- 1006376-61-9 100mg $166 2021-12-16 Buy
AK Scientific 2836AH (1R,2R)-Ethyl2-(3,4-difluorophenyl)cyclopropanecarboxylate 1006376-61-9 100mg $235 2021-12-16 Buy
Product number Packaging Price Buy
E916678 25mg $220 Buy
E916678 5mg $55 Buy
E916678 10mg $100 Buy
CS-B0684 100mg $166 Buy
2836AH 100mg $235 Buy

(1R,2R)-ethyl2-(3,4-difluorophenyl)cyclopropane carboxylate Chemical Properties,Uses,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

Triethyl phosphonoacetate

867-13-0

(S)-2-(3,4-Difluorophenyl)oxirane

1006376-63-1

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

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

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

(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