(Z)-ethyl 2-(3-methoxyphenyl)-3-nitroacrylate

Base Information

• Chemical Name: (Z)-ethyl 2-(3-methoxyphenyl)-3-nitroacrylate
• CAS No.: 1257332-37-8
• Molecular Formula: C₁₂H₁₃NO₅
• Molecular Weight: 251.239
• Mol file: 1257332-37-8.mol

Synonyms:(Z)-ethyl 2-(3-methoxyphenyl)-3-nitroacrylate

Chemical Property of (Z)-ethyl 2-(3-methoxyphenyl)-3-nitroacrylate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (Z)-ethyl 2-(3-methoxyphenyl)-3-nitroacrylate

There total 2 articles about (Z)-ethyl 2-(3-methoxyphenyl)-3-nitroacrylate 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:

C12H15NO6 → (Z)-ethyl 2-(3-methoxyphenyl)-3-nitroacrylate (1257332-37-8)

Guidance literature:

With acetic anhydride; In dimethyl sulfoxide; at 20 ℃; Inert atmosphere;

DOI:10.1002/anie.201306997

Reference yield:

ethyl 2‐(3‐methoxyphenyl)‐2‐oxoacetate (86358-29-4) → (Z)-ethyl 2-(3-methoxyphenyl)-3-nitroacrylate (1257332-37-8)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / 20 °C / Inert atmosphere

2: acetic anhydride / dimethyl sulfoxide / 20 °C / Inert atmosphere

With acetic anhydride; triethylamine; In dimethyl sulfoxide;

DOI:10.1002/anie.201306997

Reference yield: 93.0%

(Z)-ethyl 2-(3-methoxyphenyl)-3-nitroacrylate (1257332-37-8) + 2-Naphthalenethiol (91-60-1) → ethyl (S)-2-(3-methoxyphenyl)-2-(naphthalen-2-ylthio)-3-nitropropanoate (1185131-12-7)

Guidance literature:

With 1-(3,5-bis(trifluoromethyl)phenyl)-3-((S)-(6-methoxyquinolin-4-yl)((2S,4S,8R)-8-vinylquinuclidin-2-yl)methyl)thiourea; In toluene; benzene; at -25 ℃; optical yield given as %ee; enantioselective reaction;

DOI:10.1021/ol901572x

upstream raw materials:

ethyl 2‐(3‐methoxyphenyl)‐2‐oxoacetate

Downstream raw materials:

ethyl (S)-2-(3-methoxyphenyl)-2-(naphthalen-2-ylthio)-3-nitropropanoate