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

Base Information

• Chemical Name: (R)-6-fluoro-2-(oxiran-2-yl)chroman
• CAS No.: 1219915-04-4
• Molecular Formula: C₁₁H₁₁FO₂
• Molecular Weight: 194.206
• Mol file: 1219915-04-4.mol

Synonyms:

Chemical Property of (R)-6-fluoro-2-(oxiran-2-yl)chroman

Chemical Property:

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-6-fluoro-2-(oxiran-2-yl)chroman

There total 8 articles about (R)-6-fluoro-2-(oxiran-2-yl)chroman 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:

(S)-2-chloro-1-((R)-6-fluoro-1-benzopyran-2-yl)-ethanol (1219915-02-2) → (R)-6-fluoro-2-(oxiran-2-yl)chroman (1219915-04-4,793669-26-8,876514-31-7)

Guidance literature:

With sodium hydride; In diethyl ether; Petroleum ether; for 1h;

Reference yield:

6-fluoro-3,4-dihydro-2H-benzopyran-2-carboxylic acid ethyl ester (99199-61-8) → (R)-6-fluoro-2-(oxiran-2-yl)chroman (1219915-04-4,793669-26-8,876514-31-7)

Guidance literature:

Multi-step reaction with 8 steps

1.1: sodium hydrogencarbonate; sodium hydroxide / esterase enzyme from Ophiostoma novo-ulmi / water / pH 9.7 / Enzymatic reaction

1.2: pH 1

2.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 1.5 h / 20 °C / Inert atmosphere

3.1: pyridine / dichloromethane / 1.75 h / 0 - 20 °C

4.1: 1 h / 80 °C

5.1: magnesium(II) perchlorate / ethyl acetate / 0.5 h

5.2: 3 h / 20 °C

6.1: formic acid; acetic acid / water / 1.5 h / Reflux

7.1: sodium tris(acetoxy)borohydride; methanol / 1.75 h / 20 °C

8.1: sodium hydride / diethyl ether; Petroleum ether / 1 h

With pyridine; methanol; formic acid; magnesium(II) perchlorate; oxalyl dichloride; sodium tris(acetoxy)borohydride; sodium hydride; sodium hydrogencarbonate; acetic acid; N,N-dimethyl-formamide; sodium hydroxide; esterase enzyme from Ophiostoma novo-ulmi; In diethyl ether; dichloromethane; water; ethyl acetate; Petroleum ether;

Reference yield:

(R)-6-fluorochroman-2-carboxylic acid (129101-37-7,129050-20-0) → (R)-6-fluoro-2-(oxiran-2-yl)chroman (1219915-04-4,793669-26-8,876514-31-7)

Guidance literature:

Multi-step reaction with 7 steps

1.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 1.5 h / 20 °C / Inert atmosphere

2.1: pyridine / dichloromethane / 1.75 h / 0 - 20 °C

3.1: 1 h / 80 °C

4.1: magnesium(II) perchlorate / ethyl acetate / 0.5 h

4.2: 3 h / 20 °C

5.1: formic acid; acetic acid / water / 1.5 h / Reflux

6.1: sodium tris(acetoxy)borohydride; methanol / 1.75 h / 20 °C

7.1: sodium hydride / diethyl ether; Petroleum ether / 1 h

With pyridine; methanol; formic acid; magnesium(II) perchlorate; oxalyl dichloride; sodium tris(acetoxy)borohydride; sodium hydride; acetic acid; N,N-dimethyl-formamide; In diethyl ether; dichloromethane; water; ethyl acetate; Petroleum ether;

upstream raw materials:

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

(R)-6-fluorochroman-2-carboxylic acid

2-chloro-1-[(2R)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]ethan-1-one

(S)-2-chloro-1-((R)-6-fluoro-1-benzopyran-2-yl)-ethanol

Refernces