(R)-5-[3-(benzhydrylideneamino)phenyl]-5-methyl-2,6-dihydro-2H-1,4-oxazin-3-amine

Base Information

Chemical Name:(R)-5-[3-(benzhydrylideneamino)phenyl]-5-methyl-2,6-dihydro-2H-1,4-oxazin-3-amine
CAS No.:1394137-71-3
Molecular Formula:C₂₄H₂₃N₃O
Molecular Weight:369.466
Hs Code.:

Synonyms:(R)-5-[3-(benzhydrylideneamino)phenyl]-5-methyl-2,6-dihydro-2H-1,4-oxazin-3-amine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (R)-5-[3-(benzhydrylideneamino)phenyl]-5-methyl-2,6-dihydro-2H-1,4-oxazin-3-amine

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Technology Process of (R)-5-[3-(benzhydrylideneamino)phenyl]-5-methyl-2,6-dihydro-2H-1,4-oxazin-3-amine

There total 7 articles about (R)-5-[3-(benzhydrylideneamino)phenyl]-5-methyl-2,6-dihydro-2H-1,4-oxazin-3-amine 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: 82.0%

: benzophenoneimine

: 1352419-24-9
(R)-5-(3-bromophenyl)-5-methyl-5,6-dihydro-2H-1,4-oxazin-3-amine

: 1394137-71-3
(R)-5-[3-(benzhydrylideneamino)phenyl]-5-methyl-2,6-dihydro-2H-1,4-oxazin-3-amine

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; In toluene; at 70 ℃; for 18h;
DOI:10.1039/c2ob25845e

Reference yield:

: 1394137-79-1
(S)-N-((R)-2-(3-bromophenyl)-1-(tert-butyldiphenylsilyloxy)propan-2-yl)-2-methylpropane-2-sulfinamide

: 1394137-71-3
(R)-5-[3-(benzhydrylideneamino)phenyl]-5-methyl-2,6-dihydro-2H-1,4-oxazin-3-amine

Guidance literature:: Multi-step reaction with 6 steps

1: hydrogenchloride / 1,4-dioxane; water / 3 h / Reflux

2: triethylamine; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.33 h / -78 °C

3: potassium tert-butylate / tetrahydrofuran / 1 h / -78 - -10 °C

4: tetraphosphorus decasulfide / tetrahydrofuran / 1 h / 50 °C

5: ammonia / water / 6 h / 60 °C

6: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate / toluene / 18 h / 70 °C

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetraphosphorus decasulfide; potassium tert-butylate; ammonia; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; N-ethyl-N,N-diisopropylamine; sodium t-butanolate; In tetrahydrofuran; 1,4-dioxane; water; toluene; 6: Buchwald coupling;
DOI:10.1039/c2ob25845e

Reference yield:

: 1213181-85-1
(2R)-2-amino-2-(3-bromophenyl)-propan-1-ol

: 1394137-71-3
(R)-5-[3-(benzhydrylideneamino)phenyl]-5-methyl-2,6-dihydro-2H-1,4-oxazin-3-amine

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.33 h / -78 °C

2: potassium tert-butylate / tetrahydrofuran / 1 h / -78 - -10 °C

3: tetraphosphorus decasulfide / tetrahydrofuran / 1 h / 50 °C

4: ammonia / water / 6 h / 60 °C

5: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate / toluene / 18 h / 70 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetraphosphorus decasulfide; potassium tert-butylate; ammonia; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; N-ethyl-N,N-diisopropylamine; sodium t-butanolate; In tetrahydrofuran; water; toluene; 5: Buchwald coupling;
DOI:10.1039/c2ob25845e