197706-50-6

Basic information

• Product Name: 6-fluoro-(2R)-2-[(2R)-2-oxiranyl]-3,4-dihydrobenzopyran
• Synonyms: 6-fluoro-(2R)-2-[(2R)-2-oxiranyl]-3,4-dihydrobenzopyran
• CAS NO: 197706-50-6
• Molecular Weight: 194.206
• Mol File: 197706-50-6.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 291.7±40.0 °C(Predicted)
• Density: 1.299±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 6-fluoro-(2R)-2-[(2R)-2-oxiranyl]-3,4-dihydrobenzopyran(CAS DataBase Reference)
• NIST Chemistry Reference: 6-fluoro-(2R)-2-[(2R)-2-oxiranyl]-3,4-dihydrobenzopyran(197706-50-6)
• EPA Substance Registry System: 6-fluoro-(2R)-2-[(2R)-2-oxiranyl]-3,4-dihydrobenzopyran(197706-50-6)

Safety Data

• Hazardous Substances Data: 197706-50-6(Hazardous Substances Data)

Usage

Description

6-fluoro-(2R)-2-[(2R)-2-oxiranyl]-3,4-dihydrobenzopyran, also known as (2R,2'R)-6-Fluoro-2-(2'-oxiranyl)chromane, is an organic compound that serves as a crucial intermediate in the synthesis of pharmaceuticals. It is characterized by its fluorinated and epoxide-containing structure, which contributes to its unique chemical properties and reactivity.

Uses

Used in Pharmaceutical Industry:
6-fluoro-(2R)-2-[(2R)-2-oxiranyl]-3,4-dihydrobenzopyran is used as a key intermediate in the synthesis of Nebivolol, a β1-Adrenergic blocker. Nebivolol is a medication that is primarily used to treat hypertension (high blood pressure) and heart failure. The compound's unique structure allows for the development of drugs with specific targeting and blocking properties, making it an essential component in the creation of effective cardiovascular medications.
As an intermediate in the synthesis of Nebivolol, 6-fluoro-(2R)-2-[(2R)-2-oxiranyl]-3,4-dihydrobenzopyran plays a significant role in the pharmaceutical industry, contributing to the development of life-saving medications for patients suffering from cardiovascular diseases. Its specific structural features enable the creation of targeted therapies that can help manage and treat various heart conditions more effectively.

Upstream product

• 371-41-5 4-Fluorophenol 
• 1315508-95-2 (1S)-2-chloro-1-[(2R)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]ethan-1-ol 
• 1219914-99-4 2-chloro-1-[(2R)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]ethan-1-one 
• 99199-61-8 C₁₂H₁₃FO₃ 
• 1345202-53-0 (2S)-2-(6-fluoro-3,4-dihydro-2H-chromen-2-yl)-2-{[(4-methylphenyl)sulfonyl]oxy}ethyl acetate 
• 1345202-52-9 (2S)-2-(6-fluoro-3,4-dihydro-2H-chromen-2-yl)-2-hydroxyethyl acetate 
• 1345202-60-9 (2S)-2-(6-fluoro-3,4-dihydro-2H-chromen-2-yl)-2-tosyloxyethyl-2,2-dimethylpropanoate 
• 1345202-57-4 (2S)-2-(6-fluoro-3,4-dihydro-2H-chromen-2-yl)-2-hydroxyethyl-2,2-dimethylpropanoate 
• 129050-26-6 (2R)-6-fluoro-2-[(2S)-oxiran-2-yl]-3,4-dihydro-2H-chromene 
• 1219915-02-2 (S)-2-chloro-1-((R)-6-fluoro-1-benzopyran-2-yl)-ethanol 
• 793669-26-8 [1R*(R*)]-6-fluoro-3,4-dihydro-2-(oxiran-2-yl)-2H-chromene 
• 621-84-1 O-benzyl carbamate 
• 303176-44-5 2-(1,2-di(4-nitrophenylcarbonyloxy)-(1R)-ethyl)-6-fluoro-(2R)-3H,4H-chromene 
• 303176-36-5 ethyl 5-(2-tert-butyldimethylsilyloxy-5-fluoro-phenyl)-2-pentenoate 

Downstream Products

• 1029684-20-5 (R)-2-benzylamino-1-((R)-6-fluoro-3,4-dihydro-2H-chromen-2-yl)ethanol 
• 1030385-17-1 (SRRR)-d-N-benzilnebivolol 
• 1199945-26-0 2-{benzyl-[2-(6-fluoro-chroman-2-yl)-2-hydroxy-ethyl]-amino}-1-(6-fluoro-chroman-2-yl)-ethanol 
• 118457-14-0 (+)-Nebivolol 
• 1421916-53-1 C₂₉H₃₁F₂NO₄ 
• 118457-14-0 R 67142 
• 118457-16-2 nebivolol 
• 1033725-64-2 (S,R,R,R)-2-[N-benzyl-N-(2-benzyloxy-2-(6-fluorochroman-2-yl)ethyl)amino]-1-(6-fluorochroman-2-yl)ethanol 
• 152520-56-4 d-nebivolol hydrochloride 

Relevant articles and documents

PROCESS FOR THE SYNTHESIS OF INTERMEDIATES OF NEBIVOLOL

The present invention relates to a novel process for the synthesis of the intermediate compounds constituted by chromanyl haloketones of formula III and 6-fluoro-2-(oxiran-2-yl) chromans of formula I. The intermediates thus obtained can be used for the sy

PROCESS FOR THE PREPARATION OF EPOXIDES AS INTERMEDIATES FOR THE SYNTHESIS OF NEBIVOLOL

The present invention relates to a novel process of synthesis of epoxides, 6-fluoro-2- (oxiran-2-yl) chroman (Figure 1), intermediates for the synthesis of nebivolol, depicted in Scheme (1), enabling to obtain the above- mentioned epoxides in a racemic or semichiral form.

PROCESS FOR THE CONVERSION OF (2R)-6-FLUORO-2-[(2S)-OXIRAN-2-YL]-3,4-DIHYDRO-2H-CHROMENE TO (2R)-6-FLUORO-2-[(2R)-OXIRAN-2-YL]-3,4-DIHYDRO-2H-CHROMENE

The present invention relates to a novel process for the conversion of (2R)-6-fluoro- 2-[(2S)-oxiran-2-yl]-3,4-dihydro-2H-chromene (formula lll-A) to (2R)-6-fluoro-2-[(2R)-oxiran- 2-yl]-3,4-dihydro-2H-chromene (formula lll-B). The compound of formula lll-