1-(2,2-Difluoro-benzo[1,3]dioxol-5-yl)-cyclopropanecarboxylicacid

Base Information

• Chemical Name: 1-(2,2-Difluoro-benzo[1,3]dioxol-5-yl)-cyclopropanecarboxylicacid
• CAS No.: 862574-88-7
• Molecular Formula: C11H8F2O4
• Molecular Weight: 242.179
• Hs Code.: 2932999099
• Mol file: 862574-88-7.mol

Synonyms:1-(2,2-Difluoro-benzo[1,3]dioxol-5-yl)-cyclopropanecarboxylicacid; 1-(2,2-difluoro-2H-1,3-benzodioxol-5-yl)cyclopropane-1-carboxylic acid; 1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)cyclopropanecarboxylic acid

Chemical Property of 1-(2,2-Difluoro-benzo[1,3]dioxol-5-yl)-cyclopropanecarboxylicacid

Chemical Property:

• Boiling Point: 331.1±42.0 °C(Predicted)
• PKA: 4.03±0.20(Predicted)
• PSA: 55.76000
• Density: 1.59±0.1 g/cm3(Predicted)
• LogP: 2.12430
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform; Dichloromethane; Methanol

Purity/Quality:

99.9% ^*data from raw suppliers

1-(2,2-Difluorobenzo[1,3]dioxol-5-yl)cyclopropanecarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1-(2,2-Difluorobenzo[1,3]dioxol-5-yl)cyclopropanecarboxylic Acid is used in processes for preparation of Tezacaftor and intermediates thereof.

Technology Process of 1-(2,2-Difluoro-benzo[1,3]dioxol-5-yl)-cyclopropanecarboxylicacid

There total 32 articles about 1-(2,2-Difluoro-benzo[1,3]dioxol-5-yl)-cyclopropanecarboxylicacid 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: 100.0%

1-(1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)cyclopropyl)ethanone → 1-(2,2-difluorobenzo[1,3]dioxol-5-yl)cyclopropane-1-carboxylic acid (862574-88-7)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide; In tetrachloromethane; dichloromethane; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.joc.8b00297

Reference yield: 95.2%

C12H10F2O4 → 1-(2,2-difluorobenzo[1,3]dioxol-5-yl)cyclopropane-1-carboxylic acid (862574-88-7)

Guidance literature:

With sodium hydroxide; at 85 ℃; for 2h;

Reference yield: 88.0%

1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)cyclopropanecarbonitrile (862574-87-6) → 1-(2,2-difluorobenzo[1,3]dioxol-5-yl)cyclopropane-1-carboxylic acid (862574-88-7)

Guidance literature:

1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)cyclopropanecarbonitrile; With sodium hydroxide; In ethanol; at 100 ℃; for 3h; Inert atmosphere;

With hydrogenchloride; In ethanol; water; pH=2; Cooling; Inert atmosphere;

upstream raw materials:

1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)cyclopropanecarbonitrile

tert-butyl methyl ether

N-cyclohexyl-cyclohexanamine

5-bromo-2,2-difluoro-2H-1,3-benzodioxole

Downstream raw materials:

(R)-1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)-N-(1-(2,3-dihydroxypropyl)-6-fluoro-2-(1-hydroxy-2-methylpropan-2-yl)-1H-indol-5-yl)cyclopropanecarboxamide

N-{1-[(2R)-3-(benzyloxy)-2-hydroxypropyl]-2-[1-(benzyloxy)-2-methylpropan-2-yl]-6-fluoro-1H-indol-5-yl}-1-(2,2-difluoro-2H-1,3-benzodioxol-5-yl)cyclopropane-1-carboxamide

Refernces

• 1、 -. "METHODS OF TREATMENT FOR CYSTIC FIBROSIS". Paragraph 0136. . Retrieved 2020/06/05.
• 2、 -. "MODULATOR OF CYSTIC FIBROSIS TRANSMEMBRANE CONDUCTANCE REGULATOR, PHARMACEUTICAL COMPOSITIONS, METHODS OF TREATMENT, AND PROCESS FOR MAKING THE MODULATOR". Paragraph 00248; 00250. . Retrieved 2018/06/30.