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

Base Information

• Chemical Name: (1R,2R)-ethyl2-(3,4-difluorophenyl)cyclopropane carboxylate
• CAS No.: 1006376-61-9
• Molecular Formula: C12H12F2O2
• Molecular Weight: 226.223
• Mol file: 1006376-61-9.mol

Synonyms:(1R,2R)-Ethyl2-(3,4-difluorophenyl)cyclopropane carboxylate; (1R,2R)-Ethyl2-(3,4-difluorophenyl)cyclopropanecarboxylate

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

Chemical Property:

• Boiling Point: 262.7±40.0 °C(Predicted)
• PSA: 26.30000
• Density: 1.257±0.06 g/cm3(Predicted)
• LogP: 2.63140
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

(1R,2R)-trans-Ethyl2-(3,4-difluorophenyl)cyclopropanecarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• 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.

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

There total 24 articles about (1R,2R)-ethyl2-(3,4-difluorophenyl)cyclopropane carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + (1S)-2-chloro-1-(3,4-difluorophenyl)-1-ethanol (1006376-60-8) → (1R,2R)-2-(3,4-difluorophenyl)-1-cyclopropanecarboxylic acid ethyl ester (1006376-61-9)

Guidance literature:

diethoxyphosphoryl-acetic acid ethyl ester; With sodium t-butanolate; In toluene; at 20 - 40 ℃;

(1S)-2-chloro-1-(3,4-difluorophenyl)-1-ethanol; In toluene; at 45 - 60 ℃; for 24h;

DOI:10.1021/acs.oprd.7b00230

Reference yield: 90.6%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + (S)-2-(3,4-difluorophenyl)ethylene oxide (1006376-63-1) → (1R,2R)-2-(3,4-difluorophenyl)-1-cyclopropanecarboxylic acid ethyl ester (1006376-61-9)

Guidance literature:

With sodium t-butanolate; In water; toluene; at 100 ℃; for 4h; Temperature; Concentration;

Reference yield: 86.0%

ethyl (R)-(+)-2,3-epoxypropanoate (4660-80-4,93264-11-0,111058-34-5,111058-33-4) + diethyl (3,4-difluoro-benzyl)phosphonate (451455-95-1) → (1R,2R)-2-(3,4-difluorophenyl)-1-cyclopropanecarboxylic acid ethyl ester (1006376-61-9)

Guidance literature:

diethyl (3,4-difluoro-benzyl)phosphonate; With sodium t-butanolate; In toluene; at 50 ℃; for 2h; Inert atmosphere;

ethyl (R)-(+)-2,3-epoxypropanoate; In toluene; for 16h; Inert atmosphere; Reflux;

upstream raw materials:

diethoxyphosphoryl-acetic acid ethyl ester

(S)-2-(3,4-difluorophenyl)ethylene oxide

(1S)-2-chloro-1-(3,4-difluorophenyl)-1-ethanol

3,4 difluorobenzaldehyde

Downstream raw materials:

trans-(1R,2R)-2-(3,4-difluorophenyl)cyclopropanecarboxylic acid

(1R,2R)-trans-2(3,4-difluorophenyl)cyclopropyl carboxamide

(1R,2S)-2-(3,4-difluorophenyl)cyclopropanamine

trans-(1R,2R)-2-(3,4-difluorophenyl)-N-hydroxycyclopropanecarboxamide

Refernces

• 1、 -. "Preparation method of phenyl-containing compound". Paragraph 0087-0089. . Retrieved 2022/01/04.
• 2、 -. "Preparation method of chiral aromatic cyclopropylamine and salt thereof and intermediate used in preparation method". . . Retrieved 2020/06/20.