[4-(methyloxy)phenyl]{(1S,2S)-2-[3-(methyloxy)phenyl]-1-nitrocyclopropyl}methanone

Base Information

Chemical Name:[4-(methyloxy)phenyl]{(1S,2S)-2-[3-(methyloxy)phenyl]-1-nitrocyclopropyl}methanone
CAS No.:1196666-06-4
Molecular Formula:C₁₈H₁₇NO₅
Molecular Weight:327.337
Hs Code.:

Synonyms:[4-(methyloxy)phenyl]{(1S,2S)-2-[3-(methyloxy)phenyl]-1-nitrocyclopropyl}methanone

Suppliers and Price of [4-(methyloxy)phenyl]{(1S,2S)-2-[3-(methyloxy)phenyl]-1-nitrocyclopropyl}methanone

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Chemical Property of [4-(methyloxy)phenyl]{(1S,2S)-2-[3-(methyloxy)phenyl]-1-nitrocyclopropyl}methanone

Chemical Property:

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Technology Process of [4-(methyloxy)phenyl]{(1S,2S)-2-[3-(methyloxy)phenyl]-1-nitrocyclopropyl}methanone

There total 5 articles about [4-(methyloxy)phenyl]{(1S,2S)-2-[3-(methyloxy)phenyl]-1-nitrocyclopropyl}methanone 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: 85.0%

: 626-20-0
3-methoxystyrene

: 1196665-69-6
α-nitro-α-diazo-p-methoxyacetophenone

: 1196666-06-4
[4-(methyloxy)phenyl]{(1S,2S)-2-[3-(methyloxy)phenyl]-1-nitrocyclopropyl}methanone

Guidance literature:: 3-methoxystyrene; With tetrakis[(S)-(N-tetrachlorophthalimido)-tert-lucinato]dirhodium(II); In diethyl ether; at -50 ℃; for 0.25h; Inert atmosphere;

α-nitro-α-diazo-p-methoxyacetophenone; In diethyl ether; at -50 ℃; for 16h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1021/ja9044955

Reference yield:

: 626-20-0
3-methoxystyrene

: 1196665-69-6
α-nitro-α-diazo-p-methoxyacetophenone

: 1196666-06-4
[4-(methyloxy)phenyl]{(1S,2S)-2-[3-(methyloxy)phenyl]-1-nitrocyclopropyl}methanone

: [4-(methyloxy)phenyl]{(1RS,2SR)-2-[3-(methyloxy)phenyl]-1-nitrocyclopropyl}methanone

Guidance literature:: With dmap; tetrakis[(S)-(N-tetrachlorophthalimido)-tert-lucinato]dirhodium(II); In diethyl ether; at -45 ℃; for 16h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1021/ja201237j

Reference yield:

: 100-09-4
4-methoxybenzoic acid

: 1196666-06-4
[4-(methyloxy)phenyl]{(1S,2S)-2-[3-(methyloxy)phenyl]-1-nitrocyclopropyl}methanone

: [4-(methyloxy)phenyl]{(1RS,2SR)-2-[3-(methyloxy)phenyl]-1-nitrocyclopropyl}methanone

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetrahydrofuran / 1 h / Inert atmosphere; Reflux

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 20 °C / Inert atmosphere

2.2: 16 h / Inert atmosphere; Reflux

3.1: pyridine; triflic azide / hexane; acetonitrile / 16 h / 0 - 20 °C / Inert atmosphere

4.1: dmap; tetrakis[(S)-(N-tetrachlorophthalimido)-tert-lucinato]dirhodium(II) / diethyl ether / 16 h / -45 °C / Inert atmosphere

With pyridine; dmap; tetrakis[(S)-(N-tetrachlorophthalimido)-tert-lucinato]dirhodium(II); triflic azide; sodium hydride; In tetrahydrofuran; diethyl ether; hexane; acetonitrile; mineral oil;
DOI:10.1021/ja201237j