897661-66-4

Basic information

• Product Name: α-(Aminomethyl)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol (Mixture of Diastereomers)
• Synonyms: α-(Aminomethyl)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol (Mixture of Diastereomers);α-(AMinoMethyl)-6-fluoro-chroMan-2-Methanol;α-(AMinoMethyl)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-Methanol
• CAS NO: 897661-66-4
• Molecular Formula: C11H14FNO2
• Molecular Weight: 211.2327632
• Product Categories: Amines;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 897661-66-4.mol
• Article Data: 8

Chemical Properties

• Melting Point: 86-98°C
• Appearance: /
• Storage Temp.: Refrigerator
• Solubility: DMSO, Methanol
• CAS DataBase Reference: α-(Aminomethyl)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol (Mixture of Diastereomers)(CAS DataBase Reference)
• NIST Chemistry Reference: α-(Aminomethyl)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol (Mixture of Diastereomers)(897661-66-4)
• EPA Substance Registry System: α-(Aminomethyl)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol (Mixture of Diastereomers)(897661-66-4)

Safety Data

• Hazardous Substances Data: 897661-66-4(Hazardous Substances Data)

Usage

Chemical Properties

Brown Solid

Upstream product

• 303176-40-1 (R)-2-[(S)-6-fluoro-3,4-dihydro-2H-chromen-2-yl]-2-hydroxyethyl-4-methylbenzenesulfonate 
• 1029684-23-8 [(S)-2-((R)-6-fluoro-chroman-2-yI)-2-hydroxy-ethyl]-carbamic acid benzyl ester 
• 1029684-21-6 [(R)-2-((R)-6-fluoro-chroman-2-yI)-2-hydroxy-ethyl]-carbamic acid benzyl ester 
• 99199-60-7 6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid 
• 303176-36-5 ethyl 5-(2-tert-butyldimethylsilyloxy-5-fluoro-phenyl)-2-pentenoate 
• 303176-35-4 3-(2-tert-butyldimethylsilyloxy-5-fluoro-phenyl)-1-propanol 
• 783332-57-0 3-(2-((tert-butyldimethylsilyl)oxy)-5-fluorophenyl)propanal 
• 303176-34-3 2-alllyl-1-(tert-butyldimethylsilyloxy)-4-fluoro-benzene 
• 303176-38-7 5-(5-fluoro-2-hydroxy-phenyl)-E-2-penten-1-ol 
• 13997-72-3 1-allyl-2-hydroxy-5-fluorobenzene 
• 13990-72-2 1-allyloxy-4-fluorobenzene 
• 303176-39-8 1-[6-fluoro-(2S)-3,4-dihydro-2H-benzopyran-2-yl]-(1R)-1,2-ethylene glycol 
• 394-32-1 1-(5-fluoro-2-hydroxyphenyl)ethan-1-one 
• 371-41-5 4-Fluorophenol 

Downstream Products

• 152520-56-4 DL-nebivolol hydrochloride 

Relevant articles and documents

Synthesis of novel 3-[(2R*)-2-[(2S*)-6-fluoro-3,4-dihydro-2H-chromen-2-yl]-2-hydroxyethyl]-urea/thiourea derivatives and evaluation of their antimicrobial activities

A new series of biologically active 3-[(2R*)-2-[(2S*)-6-fluoro-3,4-dihydro-2H-chromen-2-yl]-2-hydroxyethyl]-urea/thiourea derivatives (1) have been designed and synthesized in four steps from 6-fluoro-3,4-dihydro-2-(oxiran-2-yl)-2H-chromene (2). The structures of newly synthesized compounds (1a–j) were confirmed by 1H, 13C NMR, and HRMS. The major advantages of the present article include the development of an efficient eluent system for good separation of diastereomers (2a and 2b) with high yields and synthesis of (R*)-2-(benzylamino)-1-((S*)-6-fluoro-3,4-dihydro-2H-chromen-2-yl)ethanol (3) in high yields (87%) from epoxide (2a) through new reaction conditions. The synthesized compounds (1a–j) exhibited moderate to excellent antimicrobial activities against both bacterial strains (gram + Ve and gram –Ve strains) and fungal strains. Among the tested compounds, promising lead compounds were identified (compounds 1a and 1d against bacterial strains and compound 1h and 1j against fungal strains) and their antimicrobial activities are comparable with the reference standard.

PREPARATION OF NEBIVOLOL

Processes for the synthesis of pharmacologically active 2,2-iminobisethanol derivatives, e.g., 2H-1-benzopyran-2 methanol-α,α′-iminobis(methylene)]bis-[6-fluoro-3,4-dihydro-[2R*[R*[R*(S*)]]]], and their pharmaceutically acceptable salts.

PROCESS FOR PREPARING NEBIVOLOL

The present invention relates to a process for preparing Nebivolol and, more particularly, to an improved process for synthesizing enantiomerically enriched 6-fluoro chroman alcohol or epoxide derivatives of formula, wherein R and X is defined in the description; as useful intermediates in the preparation of Nebivolol.