6-Fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

Base Information

• Chemical Name: 6-Fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran
• CAS No.: 99199-90-3
• Molecular Formula: C11H11FO2
• Molecular Weight: 194.206
• Hs Code.: 2932999099
• Mol file: 99199-90-3.mol

Synonyms:2H-1-Benzopyran,6-fluoro-3,4-dihydro-2-oxiranyl- (9CI);6-fluoro-3,4-dihydro-2h-1-benzopyran-2-oxiranyl;6-fluoro-2-oxiranyl-3, 4-dihydro-2h-1-benzopyran,enterprise standard;luoro-3,4-dihydro-2h-1-benzopyran-2-oxaranyl(for nebivolol);

Chemical Property of 6-Fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

Chemical Property:

• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.568
• Boiling Point: 291.741 °C at 760 mmHg
• Flash Point: 137.798 °C
• PSA: 21.76000
• Density: 1.299 g/cm³
• LogP: 1.91810

Purity/Quality:

99% ^*data from raw suppliers

6-Fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran(mixtureofdiastereomers) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 6-Fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran is used in preparation and application of Smo inhibitors based on nebivolol for preparing Smo inhibitor drugs or antitumor drugs.

Technology Process of 6-Fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran

There total 16 articles about 6-Fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran 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%

6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxaldehyde (409346-73-2) + trimethylsulphonium iodide (2181-42-2) → 6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran (99199-90-3,793669-26-8,876514-31-7)

Guidance literature:

trimethylsulphonium iodide; With sodium hydride; In dimethyl sulfoxide; cooling;

6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxaldehyde; In dimethyl sulfoxide; at 20 ℃; for 1h;

Reference yield: 96.0%

2-chloro-1-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2yl)ethanol (1017878-67-9) → 6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran (99199-90-3,793669-26-8,876514-31-7)

Guidance literature:

2-chloro-1-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2yl)ethanol; With sodium hydroxide; In water; isopropyl alcohol; at 0 ℃; for 1.5h; Inert atmosphere;

With acetic acid; In water; isopropyl alcohol; toluene;

Reference yield: 90.0%

6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxaldehyde (409346-73-2) + trimethylsulfoxonium iodide (1774-47-6) → 6-fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran (99199-90-3,793669-26-8,876514-31-7)

Guidance literature:

trimethylsulfoxonium iodide; With sodium hydride; In dimethyl sulfoxide; for 0.5h;

6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxaldehyde; In dichloromethane; dimethyl sulfoxide; at 20 - 25 ℃; for 1h;

upstream raw materials:

6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxaldehyde

trimethylsulphonium iodide

6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid

6-fluoro-4-oxo-4H-1-benzopyran-2-carboxylic acid

Downstream raw materials:

(+/-)-[1S*(R*)]-6-fluoro-3,4-dihydro-α-[[(phenylmethyl)amino]methyl]-2H-1-benzopyran-2-methanol

DL-nebivolol hydrochloride

(R*,R*)-(±)-α-[(benzylamino)methyl](6-fluoro-2-chromanyl)methanol

(S)-2-benzylamino-1-((R)-6-fluoro-3,4-dihydro-2H-chromen-2-yl)ethanol

Refernces

• 1、 -. "Preparation of 6-fluoro -3,4-dihydro -2H-1-benzopyran-2-oxirane improved method". . . Retrieved 2016/10/07.
• 2、 -. "PROCESS FOR THE PREPARATION OF EPOXIDES AS INTERMEDIATES FOR THE SYNTHESIS OF NEBIVOLOL". Page/Page column 21; 22. . Retrieved 2013/03/26.