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

Base Information

• Chemical Name: (R)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylicacid
• CAS No.: 129101-37-7
• Molecular Formula: C10H9 F O3
• Molecular Weight: 196.17
• Hs Code.: 2932999099
• Mol file: 129101-37-7.mol

Synonyms:(R)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid;Nebivololo intermediate 3;6-Fluorochromane-2-carboxylic acid;(R)-6-FluorochroMan-2-carboxylic acid

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

Chemical Property:

• Vapor Pressure: 9.5E-06mmHg at 25°C
• Refractive Index: 1.554
• Boiling Point: 358 °C at 760 mmHg
• Flash Point: 170.3 °C
• PSA: 46.53000
• Density: 1.364 g/cm³
• LogP: 1.60390
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99.9% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (2R)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid is a useful reagent for organic synthesis.

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

There total 6 articles about (R)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylicacid 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: 96.0%

(R)-methyl 6-fluorochroman-2-carboxylate (129050-25-5) → (R)-6-fluorochroman-2-carboxylic acid (129101-37-7,129050-20-0)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃; for 2h;

DOI:10.1016/j.tetasy.2015.07.006

Reference yield:

6-fluoro-3,4-dihydro-2H-benzopyran-2-carboxylic acid ethyl ester (99199-61-8) → (R)-6-fluorochroman-2-carboxylic acid (129101-37-7,129050-20-0) + (S)-ethyl 6-fluorochroman-2-carboxylate (1335103-90-6,99199-61-8)

Guidance literature:

6-fluoro-3,4-dihydro-2H-benzopyran-2-carboxylic acid ethyl ester; With sodium hydrogencarbonate; sodium hydroxide; esterase enzyme from Ophiostoma novo-ulmi; In water; pH=9.7; Enzymatic reaction;

With hydrogenchloride; In water; pH=1;

Reference yield:

methyl (S)-4-(5-fluoro-2-hydroxyphenyl)-2-hydroxy-4-oxo-butanoate → (R)-6-fluorochroman-2-carboxylic acid (129101-37-7,129050-20-0)

Guidance literature:

Multi-step reaction with 3 steps

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

2: 5%-palladium/activated carbon; hydrogenchloride; hydrogen / methanol / 5 h / 20 °C / 760.05 Torr

3: lithium hydroxide / methanol; tetrahydrofuran; water / 2 h / 20 °C

With hydrogenchloride; 5%-palladium/activated carbon; hydrogen; triphenylphosphine; lithium hydroxide; diethylazodicarboxylate; In tetrahydrofuran; methanol; water; 1: |Mitsunobu Displacement;

DOI:10.1016/j.tetasy.2015.07.006

upstream raw materials:

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

(R)-methyl 6-fluorochroman-2-carboxylate

Downstream raw materials:

(R)-6-fluoro-2-(oxiran-2-yl)chroman

Refernces

• 1、 Kim, Dong Woon,Maqusood Alam,Lee, Young Hun,Khan, M. Naseer A.,Zhang, Yong,Lee, Yong Sup. "An efficient and practical enantiospecific synthesis of methyl chromanone- and chroman-2-carboxylates". . p. 912 - 917. Retrieved 2015/08/24.
• 2、 -. "Method of lowering the blood pressure". . . Retrieved 2008/06/13.