(2R)-rel-6-Fluoro-3,4-dihydro-2-(2R)-2-oxiranyl-2H-1-benzopyran

Base Information

• Chemical Name: (2R)-rel-6-Fluoro-3,4-dihydro-2-(2R)-2-oxiranyl-2H-1-benzopyran
• CAS No.: 876514-31-7
• Molecular Formula: C₁₁H₁₁FO₂
• Molecular Weight: 194.206
• Hs Code.: 2932996560
• Mol file: 876514-31-7.mol

Synonyms:(2S*,2'S*)-Nebivolol Impurity C;Nebivolol IntermediateⅠ;2H-1-Benzopyran, 6-fluoro-3,4-dihydro-2-(2R)-oxiranyl-, (2R)-rel-;(2R)-REL-6-FLUORO-3,4-DIHYDRO-2-(2R)-2-OXIRANYL-2H-1-BENZOPYRAN;(±)-[1S*(S*)]-6-Fluoro-3,4-dihydro-2-oxiranyl-2H-1-benzopyran;Nebivolol Intermediate Ⅰ;

Chemical Property of (2R)-rel-6-Fluoro-3,4-dihydro-2-(2R)-2-oxiranyl-2H-1-benzopyran

Chemical Property:

• Boiling Point: 292℃
• Flash Point: 138℃
• PSA: 21.76000
• Density: 1.299
• LogP: 1.91810

Purity/Quality:

98%,99%, ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2R)-rel-6-Fluoro-3,4-dihydro-2-(2R)-2-oxiranyl-2H-1-benzopyran

There total 119 articles about (2R)-rel-6-Fluoro-3,4-dihydro-2-(2R)-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:

(R)-2-[(R)-6-fluoro-3,4-dihydro-2H-chromen-2-yl]-2-hydroxyethyl-4-methylbenzenesulfonate

4-Fluorophenol

1-allyloxy-4-fluorobenzene

1-allyl-2-hydroxy-5-fluorobenzene

Downstream raw materials:

[1R*(R*)]-6-fluoro-3,4-dihydro-2-(oxiran-2-yl)-2H-chromene

[1S*(R*)]-6-fluoro-3,4-dihydro-2-(oxiran-2-yl)-2H-chromene

1-[6-fluoro-(2S)-3,4-dihydro-2H-benzopyran-2-yl]-(1S)-1,2-ethylene glycol

6-fluoro-(2R)-2-[(2R)-2-oxiranyl]-3,4-dihydrobenzopyran

Refernces

• 1、 -. "PROCESS FOR THE SYNTHESIS OF INTERMEDIATES OF NEBIVOLOL". Page/Page column 29-32. . Retrieved 2017/08/20.
• 2、 -. "Preparation of 6-fluoro -3,4-dihydro -2H-1-benzopyran-2-oxirane improved method". . . Retrieved 2016/10/07.