(2S,3S)-2-(4-methoxyphenyl)-3-(4-nitrophenyl)oxirane

Base Information

• Chemical Name: (2S,3S)-2-(4-methoxyphenyl)-3-(4-nitrophenyl)oxirane
• CAS No.: 14985-27-4
• Molecular Formula: C15H13 N O4
• Molecular Weight: 271.273
• Mol file: 14985-27-4.mol

Synonyms:Bibenzyl, a,a'-epoxy-4-methoxy-4'-nitro-, trans- (8CI); Oxirane, 2-(4-methoxyphenyl)-3-(4-nitrophenyl)-, trans-;NSC 66819; trans-2-(p-Methoxyphenyl)-3-(p-nitrophenyl)oxirane;trans-4-Methoxy-4'-nitrostilbene oxide

Chemical Property of (2S,3S)-2-(4-methoxyphenyl)-3-(4-nitrophenyl)oxirane

Chemical Property:

• Vapor Pressure: 5.28E-07mmHg at 25°C
• Boiling Point: 424°Cat760mmHg
• Flash Point: 186.6°C
• Density: 1.301g/cm³

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2S,3S)-2-(4-methoxyphenyl)-3-(4-nitrophenyl)oxirane

There total 6 articles about (2S,3S)-2-(4-methoxyphenyl)-3-(4-nitrophenyl)oxirane 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: 62.0%

1-(4-nitrobenzyl)-tetrahydrothiophenium bromide (41570-69-8) + 4-Methoxybenzyl alcohol (105-13-5) → trans-2-(p-Methoxyphenyl)-3-(p-nitrophenyl)oxirane (14985-27-4)

Guidance literature:

4-Methoxybenzyl alcohol; With manganese(IV) oxide; In chloroform; for 2h; Reflux;

1-(4-nitrobenzyl)-tetrahydrothiophenium bromide; With 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine; In chloroform; for 0.333333h;

DOI:10.1016/j.tet.2013.05.036

Reference yield:

(E)-1-methoxy-4-(4-nitrostyryl)benzene (4648-33-3) → trans-2-(p-Methoxyphenyl)-3-(p-nitrophenyl)oxirane (14985-27-4)

Guidance literature:

With Oxone; sodium hydrogencarbonate; In water; acetone; acetonitrile; at 0 ℃; for 5h;

DOI:10.1039/c3ob41245h

Reference yield:

4-methoxy-benzaldehyde (123-11-5) → trans-2-(p-Methoxyphenyl)-3-(p-nitrophenyl)oxirane (14985-27-4)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium hydroxide / tetrahydrofuran / 5 h / 70 °C

2: sodium hydrogencarbonate; Oxone / water; acetonitrile; acetone / 5 h / 0 °C

With Oxone; sodium hydrogencarbonate; lithium hydroxide; In tetrahydrofuran; water; acetone; acetonitrile;

DOI:10.1039/c3ob41245h

upstream raw materials:

(Z)-1-methoxy-4-[2-(4-nitrophenyl)ethenyl]benzene

1-(4-nitrobenzyl)-tetrahydrothiophenium bromide

4-Methoxybenzyl alcohol

1-bromomethyl-4-nitro-benzene

Downstream raw materials:

(3R,5S)-3-(4-Methoxy-phenyl)-5-(4-nitro-phenyl)-[1,2,4]trioxolane

4-nitrobenzaldehdye

4-methoxy-benzaldehyde

p-benzoquinone