(2S,3R)-2-(4-methoxyphenyl)-3-methyloxirane

Base Information

• Chemical Name: (2S,3R)-2-(4-methoxyphenyl)-3-methyloxirane
• CAS No.: 69262-97-1
• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.204
• Mol file: 69262-97-1.mol

Synonyms:

Chemical Property of (2S,3R)-2-(4-methoxyphenyl)-3-methyloxirane

Chemical Property:

• Vapor Pressure: 0.0322mmHg at 25°C
• Boiling Point: 251.6°Cat760mmHg
• Flash Point: 100.1°C
• Density: 1.076g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-2-(4-methoxyphenyl)-3-methyloxirane

There total 17 articles about (2S,3R)-2-(4-methoxyphenyl)-3-methyloxirane 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%

E-1-(4'-methoxyphenyl)prop-1-ene (4180-23-8,25086-72-0,63589-56-0) → trans-β-methyl-4-methoxystyrene oxide (50618-02-5,51410-46-9,52741-29-4,69262-97-1,106026-79-3)

Guidance literature:

With oxone||potassium monopersulfate triple salt; water; sodium hydrogencarbonate; In acetone; acetonitrile; at 0 ℃; for 1.5h; diastereoselective reaction;

DOI:10.1021/acs.orglett.0c00072

Reference yield: 93.0%

2-Bromo-1-(4-methoxy-phenyl)-propan-1-ol (82947-15-7,82947-17-9) → trans-β-methyl-4-methoxystyrene oxide (50618-02-5,51410-46-9,52741-29-4,69262-97-1,106026-79-3)

Guidance literature:

With potassium hydroxide; at 5 ℃; for 0.25h;

Reference yield: 40.0%

cis-Anethole (25679-28-1,25086-72-0,63589-56-0) → cis-4-methoxy-β-methylstyrene oxide (50618-02-5,51410-46-9,52741-29-4,69262-97-1,106026-79-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 0.166667h;

DOI:10.1021/jo00062a006

upstream raw materials:

E-1-(4'-methoxyphenyl)prop-1-ene

cis-Anethole

1-methoxy-4-(prop-1-yn-1-yl)benzene

4-methoxyphenylacetylen

Downstream raw materials:

2-[2-hydroxy-1-(4-methoxy-phenyl)-propylamino]-butan-1-ol

1-bromo-1-(4-methoxyphenyl)propan-2-one

1-(4-methoxyphenyl)propan-2-ol

erythro-2-acetoxy-1-(4-methoxyphenyl)-1-phenylthiopropane

Refernces

• 1、 Beller, Matthias,Junge, Kathrin,Leischner, Thomas,Li, Wu,Liu, Weiping. "A General Regioselective Synthesis of Alcohols by Cobalt-Catalyzed Hydrogenation of Epoxides". supporting information. p. 11321 - 11324. Retrieved 2020/05/16.
• 2、 Daniel, Paige E.,Weber, Alexandria E.,Malcolmson, Steven J.. "Umpolung Synthesis of 1,3-Amino Alcohols: Stereoselective Addition of 2-Azaallyl Anions to Epoxides". supporting information. p. 3490 - 3493. Retrieved 2017/07/15.