(R)-(+)-N-(1-(2-methoxylphenyl)ethyl)diphenylphosphinamide

Base Information

• Chemical Name: (R)-(+)-N-(1-(2-methoxylphenyl)ethyl)diphenylphosphinamide
• CAS No.: 1258204-82-8
• Molecular Formula: C₂₁H₂₂NO₂P
• Molecular Weight: 351.385

Synonyms:(R)-(+)-N-(1-(2-methoxylphenyl)ethyl)diphenylphosphinamide

Chemical Property of (R)-(+)-N-(1-(2-methoxylphenyl)ethyl)diphenylphosphinamide

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Technology Process of (R)-(+)-N-(1-(2-methoxylphenyl)ethyl)diphenylphosphinamide

There total 4 articles about (R)-(+)-N-(1-(2-methoxylphenyl)ethyl)diphenylphosphinamide 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: 94.0%

P,P-diphenyl-N-[1-(2-methoxyphenyl)ethylidene]phosphinic amide (905458-54-0) → (R)-(+)-N-(1-(2-methoxylphenyl)ethyl)diphenylphosphinamide (1258204-82-8)

Guidance literature:

With (S,S)-N,N'-bis[o-(diphenylphosphino)benzylidene]-1,2-diaminocyclohexane; [NEt₃H][HFe₃(CO)₁₁]; potassium hydroxide; In isopropyl alcohol; at 20 - 45 ℃; for 1h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1002/anie.201002456

Reference yield:

P,P-diphenyl-N-[1-(2-methoxyphenyl)ethylidene]phosphinic amide (905458-54-0) → (S)-N-(1-(2-methoxyphenyl)ethyl)-P,P-diphenylphosphinamide + (R)-(+)-N-(1-(2-methoxylphenyl)ethyl)diphenylphosphinamide (1258204-82-8)

Guidance literature:

With Triethoxysilane; zinc diacetate; (1R,2R)-N,N’-dibenzyl-1,2-diphenylethane-1,2-diamine; In tetrahydrofuran; at 20 ℃; for 24h; Reagent/catalyst; Solvent; Overall yield = 52 %; Overall yield = 80 mg; enantioselective reaction; Inert atmosphere;

DOI:10.1021/acs.joc.5b02613

Reference yield:

2-Methoxyacetophenone (579-74-8) → (S)-N-(1-(2-methoxyphenyl)ethyl)-P,P-diphenylphosphinamide + (R)-(+)-N-(1-(2-methoxylphenyl)ethyl)diphenylphosphinamide (1258204-82-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydroxylamine hydrochloride; sodium acetate / ethanol; water / 1 h / Reflux

2.1: triethylamine / dichloromethane; hexane / 0.17 h / -40 °C / Inert atmosphere

2.2: -40 - 20 °C / Inert atmosphere

3.1: zinc diacetate; Triethoxysilane; (1R,2R)-N,N’-dibenzyl-1,2-diphenylethane-1,2-diamine / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere

With Triethoxysilane; hydroxylamine hydrochloride; zinc diacetate; sodium acetate; (1R,2R)-N,N’-dibenzyl-1,2-diphenylethane-1,2-diamine; triethylamine; In tetrahydrofuran; ethanol; hexane; dichloromethane; water;

DOI:10.1021/acs.joc.5b02613

upstream raw materials:

P,P-diphenyl-N-[1-(2-methoxyphenyl)ethylidene]phosphinic amide

2-Methoxyacetophenone

2-methoxyacetophenone oxime

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