rac-6-Fluoro-3,4-dihydro-4-oxo-2H-1-benzopyran-2-carboxylic Acid Methyl Ester

Base Information

• Chemical Name: rac-6-Fluoro-3,4-dihydro-4-oxo-2H-1-benzopyran-2-carboxylic Acid Methyl Ester
• CAS No.: 134102-10-6
• Molecular Formula: C11H9FO4
• Molecular Weight: 224.188
• Mol file: 134102-10-6.mol

Synonyms:rac-6-Fluoro-3,4-dihydro-4-oxo-2H-1-benzopyran-2-carboxylic Acid Methyl Ester;Methyl 6-Fluoro-3,4-dihydro--4-oxo-2H-1-benzopyran-2-carboxylate;methyl 6-fluoro-4-oxochroman-2-carboxylate

Chemical Property of rac-6-Fluoro-3,4-dihydro-4-oxo-2H-1-benzopyran-2-carboxylic Acid Methyl Ester

Chemical Property:

• PSA: 52.60000
• LogP: 1.33250
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly)

Purity/Quality:

98% ^*data from raw suppliers

rac-6-Fluoro-3,4-dihydro-4-oxo-2H-1-benzopyran-2-carboxylicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Intermediate in the preparation of hydroxylated Nebivolol metabolites.

Technology Process of rac-6-Fluoro-3,4-dihydro-4-oxo-2H-1-benzopyran-2-carboxylic Acid Methyl Ester

There total 2 articles about rac-6-Fluoro-3,4-dihydro-4-oxo-2H-1-benzopyran-2-carboxylic Acid Methyl Ester 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:

C11H11FO5 → methyl 6-fluoro-4-oxo-3,4-dihydro-2H-chroman-2-carboxylate (134102-10-6)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1016/j.tetasy.2015.07.006

Reference yield:

C12H13FO5 → methyl 6-fluoro-4-oxo-3,4-dihydro-2H-chroman-2-carboxylate (134102-10-6)

Guidance literature:

Multi-step reaction with 2 steps

1: aluminum (III) chloride / dichloromethane / 0 - 20 °C

2: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 1 h / 0 °C

With aluminum (III) chloride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; 2: |Mitsunobu Displacement;

DOI:10.1016/j.tetasy.2015.07.006

Reference yield:

methyl 6-fluoro-4-oxo-3,4-dihydro-2H-chroman-2-carboxylate (134102-10-6) → (-)-(R)-methyl 6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylate (874649-82-8)

Guidance literature:

With hydrogenchloride; 5%-palladium/activated carbon; hydrogen; In methanol; at 20 ℃; for 5h; under 760.051 Torr;

DOI:10.1016/j.tetasy.2015.07.006

Downstream raw materials:

C₂₉H₂₅F₃N₂O₄

C₂₂H₂₀ClFN₂O₄

C₂₀H₁₈FNO₄

C₂₄H₂₅FN₂O₄

Refernces