tert-butyl (RS)-2-(6-(diphenylmethyleneamino)-5-methylpyridin-3-yl)morpholine-4-carboxylate

Base Information

Chemical Name:tert-butyl (RS)-2-(6-(diphenylmethyleneamino)-5-methylpyridin-3-yl)morpholine-4-carboxylate
CAS No.:1400997-53-6
Molecular Formula:C₂₈H₃₁N₃O₃
Molecular Weight:457.572
Hs Code.:

Synonyms:tert-butyl (RS)-2-(6-(diphenylmethyleneamino)-5-methylpyridin-3-yl)morpholine-4-carboxylate

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Chemical Property of tert-butyl (RS)-2-(6-(diphenylmethyleneamino)-5-methylpyridin-3-yl)morpholine-4-carboxylate

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Technology Process of tert-butyl (RS)-2-(6-(diphenylmethyleneamino)-5-methylpyridin-3-yl)morpholine-4-carboxylate

There total 5 articles about tert-butyl (RS)-2-(6-(diphenylmethyleneamino)-5-methylpyridin-3-yl)morpholine-4-carboxylate 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: 46.0%

: 1013-88-3
Benzophenone imine

: 1400997-52-5
tert-butyl (RS)-2-(6-bromo-5-methylpyridin-3-yl)morpholine-4-carboxylate

: 1400997-53-6
tert-butyl (RS)-2-(6-(diphenylmethyleneamino)-5-methylpyridin-3-yl)morpholine-4-carboxylate

Guidance literature:: With sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; In toluene; at 100 ℃; Inert atmosphere;

Reference yield:

: 885167-81-7
6-bromo-5-methylpyridine-3-carbaldehyde

: 1400997-53-6
tert-butyl (RS)-2-(6-(diphenylmethyleneamino)-5-methylpyridin-3-yl)morpholine-4-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / dimethyl sulfoxide; tetrahydrofuran / 0.17 h

1.2: 0 - 20 °C

2.1: tetrahydrofuran / 20 °C

3.1: tetrahydrofuran / 7 h / 20 °C

4.1: triethylamine; methanesulfonyl chloride / tetrahydrofuran / 0.25 h / 0 - 20 °C

4.2: 0.17 h / 0 - 20 °C

5.1: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl / toluene / 100 °C / Inert atmosphere

With sodium hydride; methanesulfonyl chloride; triethylamine; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; In tetrahydrofuran; dimethyl sulfoxide; toluene; 1.1: Corey-Tchaikovsky Reaction / 1.2: Corey-Tchaikovsky Reaction / 5.1: Buchwald-Hartwig Reaction;

Reference yield:

: 1400997-49-0
(RS)-2-bromo-3-methyl-5-(oxiran-2-yl)pyridine

: 1400997-53-6
tert-butyl (RS)-2-(6-(diphenylmethyleneamino)-5-methylpyridin-3-yl)morpholine-4-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetrahydrofuran / 20 °C

2.1: tetrahydrofuran / 7 h / 20 °C

3.1: triethylamine; methanesulfonyl chloride / tetrahydrofuran / 0.25 h / 0 - 20 °C

3.2: 0.17 h / 0 - 20 °C

4.1: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl / toluene / 100 °C / Inert atmosphere

With methanesulfonyl chloride; triethylamine; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; In tetrahydrofuran; toluene; 4.1: Buchwald-Hartwig Reaction;