(R)-2-(1-(4-bromophenyl)-2-nitroethyl)-3-hydroxynaphthalene-1,4-dione

Base Information

• Chemical Name: (R)-2-(1-(4-bromophenyl)-2-nitroethyl)-3-hydroxynaphthalene-1,4-dione
• CAS No.: 1312990-96-7
• Molecular Formula: C₁₈H₁₂BrNO₅
• Molecular Weight: 402.201
• Mol file: 1312990-96-7.mol

Synonyms:(R)-2-(1-(4-bromophenyl)-2-nitroethyl)-3-hydroxynaphthalene-1,4-dione

Chemical Property of (R)-2-(1-(4-bromophenyl)-2-nitroethyl)-3-hydroxynaphthalene-1,4-dione

Chemical Property:

Purity/Quality:

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Technology Process of (R)-2-(1-(4-bromophenyl)-2-nitroethyl)-3-hydroxynaphthalene-1,4-dione

There total 3 articles about (R)-2-(1-(4-bromophenyl)-2-nitroethyl)-3-hydroxynaphthalene-1,4-dione 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: 95.0%

2-hydroxynaphtho-1,4-quinone (83-72-7) + 4-bromo-β-nitrostyrene (3156-37-4) → (R)-2-(1-(4-bromophenyl)-2-nitroethyl)-3-hydroxynaphthalene-1,4-dione (1312990-96-7)

Guidance literature:

2-hydroxynaphtho-1,4-quinone; With C₃₇H₃₁F₆N₃S; In tetrahydrofuran; at 20 ℃; for 0.0833333h;

4-bromo-β-nitrostyrene; In tetrahydrofuran; at 20 ℃; for 3h; optical yield given as %ee; enantioselective reaction;

DOI:10.3762/bjoc.8.78

Reference yield: 94.0%

2-hydroxynaphtho-1,4-quinone (83-72-7) + (E)-1-bromo-4-(2-nitrovinyl)benzene (3156-37-4,5153-71-9) → (R)-2-(1-(4-bromophenyl)-2-nitroethyl)-3-hydroxynaphthalene-1,4-dione (1312990-96-7)

Guidance literature:

With C₂₂H₂₆F₃N₃O₂; In dichloromethane; at 30 ℃; for 6h; optical yield given as %ee; enantioselective reaction;

DOI:10.1002/adsc.201000981

Reference yield:

2-hydroxynaphtho-1,4-quinone (83-72-7) + 4-bromo-β-nitrostyrene (3156-37-4) → (S)-2-(1-(4-bromorophenyl)-2-nitroethyl)-3-hydroxynaphthalene-1,4-dione (1037774-79-0) + (R)-2-(1-(4-bromophenyl)-2-nitroethyl)-3-hydroxynaphthalene-1,4-dione (1312990-96-7)

Guidance literature:

With C₄₅H₄₀N₄O₅; In dichloromethane; at 20 ℃; for 24h; Overall yield = 95 %; enantioselective reaction;

DOI:10.1016/j.tetasy.2013.11.019

upstream raw materials:

2-hydroxynaphtho-1,4-quinone

(E)-1-bromo-4-(2-nitrovinyl)benzene

4-bromo-β-nitrostyrene