methyl N-(4-{2-[(1S)-1-amino-2-phenylethyl]pyridin-4-yl}phenyl)carbamate

Base Information

Chemical Name:methyl N-(4-{2-[(1S)-1-amino-2-phenylethyl]pyridin-4-yl}phenyl)carbamate
CAS No.:942318-15-2
Molecular Formula:C₂₁H₂₁N₃O₂
Molecular Weight:347.417
Hs Code.:

Synonyms:methyl N-(4-{2-[(1S)-1-amino-2-phenylethyl]pyridin-4-yl}phenyl)carbamate

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Chemical Property of methyl N-(4-{2-[(1S)-1-amino-2-phenylethyl]pyridin-4-yl}phenyl)carbamate

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Technology Process of methyl N-(4-{2-[(1S)-1-amino-2-phenylethyl]pyridin-4-yl}phenyl)carbamate

There total 8 articles about methyl N-(4-{2-[(1S)-1-amino-2-phenylethyl]pyridin-4-yl}phenyl)carbamate 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:

: 942318-16-3
tert-butyl N-[(1S)-1-(4-{4-[(methoxycarbonyl)amino]phenyl}pyridin-2-yl)-2-phenylethyl]carbamate

: 942318-15-2
methyl N-(4-{2-[(1S)-1-amino-2-phenylethyl]pyridin-4-yl}phenyl)carbamate

Guidance literature:: tert-butyl N-[(1S)-1-(4-{4-[(methoxycarbonyl)amino]phenyl}pyridin-2-yl)-2-phenylethyl]carbamate; With trifluoroacetic acid; In dichloromethane; for 1h;

With sodium hydrogencarbonate; In dichloromethane;

Reference yield:

: 24484-93-3
4-Chloro-pyridine-2-carboxylic acid methyl ester

: 942318-15-2
methyl N-(4-{2-[(1S)-1-amino-2-phenylethyl]pyridin-4-yl}phenyl)carbamate

Guidance literature:: Multi-step reaction with 7 steps

1: tetrahydrofuran / 1 h / -40 °C / Inert atmosphere

2: hydroxylamine hydrochloride / methanol / 14 h / 20 °C / Inert atmosphere

3: zinc; trifluoroacetic acid / methanol / 1.5 h / 5 - 25 °C / Inert atmosphere

4: dichloromethane / 0 - 20 °C / Inert atmosphere

5: chiralcel OD-H column:3 x 25 cm / methanol / 35 °C / 75007.5 Torr / Resolution of racemate

6: tri tert-butylphosphoniumtetrafluoroborate; caesium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 5 h / 20 - 90 °C / Inert atmosphere

7: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; hydroxylamine hydrochloride; caesium carbonate; trifluoroacetic acid; tri tert-butylphosphoniumtetrafluoroborate; zinc; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; 6: |Suzuki-Miyaura Coupling;
DOI:10.1016/j.bmc.2016.03.062

Reference yield:

: 1-(4-Chloro-pyridin-2-yl)-2-phenyl-ethanone oxime

: 942318-15-2
methyl N-(4-{2-[(1S)-1-amino-2-phenylethyl]pyridin-4-yl}phenyl)carbamate

Guidance literature:: Multi-step reaction with 5 steps

1: zinc; trifluoroacetic acid / methanol / 1.5 h / 5 - 25 °C / Inert atmosphere

2: dichloromethane / 0 - 20 °C / Inert atmosphere

3: chiralcel OD-H column:3 x 25 cm / methanol / 35 °C / 75007.5 Torr / Resolution of racemate

4: tri tert-butylphosphoniumtetrafluoroborate; caesium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 5 h / 20 - 90 °C / Inert atmosphere

5: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; trifluoroacetic acid; tri tert-butylphosphoniumtetrafluoroborate; zinc; In 1,4-dioxane; methanol; dichloromethane; 4: |Suzuki-Miyaura Coupling;
DOI:10.1016/j.bmc.2016.03.062