dimethyl 2-allyl-2-((S)-1-(2-(3-methoxyprop-1-ynyl)phenyl)-2-nitroethyl)malonate

Base Information

Chemical Name:dimethyl 2-allyl-2-((S)-1-(2-(3-methoxyprop-1-ynyl)phenyl)-2-nitroethyl)malonate
CAS No.:942997-33-3
Molecular Formula:C₂₀H₂₃NO₇
Molecular Weight:389.405
Hs Code.:

Synonyms:dimethyl 2-allyl-2-((S)-1-(2-(3-methoxyprop-1-ynyl)phenyl)-2-nitroethyl)malonate

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Chemical Property of dimethyl 2-allyl-2-((S)-1-(2-(3-methoxyprop-1-ynyl)phenyl)-2-nitroethyl)malonate

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Technology Process of dimethyl 2-allyl-2-((S)-1-(2-(3-methoxyprop-1-ynyl)phenyl)-2-nitroethyl)malonate

There total 2 articles about dimethyl 2-allyl-2-((S)-1-(2-(3-methoxyprop-1-ynyl)phenyl)-2-nitroethyl)malonate 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: 41.0%

: 942997-25-3
1-(3-methoxyprop-1-ynyl)-2-((E)-2-nitrovinyl)benzene

: 40637-56-7
dimethyl allylmalonate

: 942997-33-3
dimethyl 2-allyl-2-((S)-1-(2-(3-methoxyprop-1-ynyl)phenyl)-2-nitroethyl)malonate

Guidance literature:: With (9S)-9-(phenanthrenyloxy)cinchonan-6'-ol; In tetrahydrofuran; at -20 ℃; for 120h;
DOI:10.1021/ol070606t

Reference yield:

: 65185-68-4
(E)-2-bromo-β-nitrostyrene

: 942997-33-3
dimethyl 2-allyl-2-((S)-1-(2-(3-methoxyprop-1-ynyl)phenyl)-2-nitroethyl)malonate

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / diisopropylamine; copper(I) iodide / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 0.67 h / 100 °C / microwave irradiation

2: 41 percent / (9S)-9-(phenanthrenyloxy)cinchonan-6'-ol / tetrahydrofuran / 120 h / -20 °C

With copper(l) iodide; diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 2: Michael addition;
DOI:10.1021/ol070606t

Reference yield:

: 942997-33-3
dimethyl 2-allyl-2-((S)-1-(2-(3-methoxyprop-1-ynyl)phenyl)-2-nitroethyl)malonate

: C₂₈H₃₀N₄O₇

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / ethylene / Grubbs 1st generation catalyst / CH₂Cl₂ / 0.75 h / 50 °C / microwave irradiation

2: 86 percent / toluene / 0.33 h / 160 °C / microwave irradiation

3: zinc; acetic acid / tetrahydrofuran / 3 h / 90 °C

With ethene; acetic acid; zinc; Grubbs catalyst first generation; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/ol070606t