benzyl N-methyl-N-[(S)-1-(4-methoxyphenyl)-2-oxo-azetidin-3-yl]carbamate

Base Information

Chemical Name:benzyl N-methyl-N-[(S)-1-(4-methoxyphenyl)-2-oxo-azetidin-3-yl]carbamate
CAS No.:1619921-89-9
Molecular Formula:C₁₉H₂₀N₂O₄
Molecular Weight:340.379
Hs Code.:

Synonyms:benzyl N-methyl-N-[(S)-1-(4-methoxyphenyl)-2-oxo-azetidin-3-yl]carbamate

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Chemical Property of benzyl N-methyl-N-[(S)-1-(4-methoxyphenyl)-2-oxo-azetidin-3-yl]carbamate

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Technology Process of benzyl N-methyl-N-[(S)-1-(4-methoxyphenyl)-2-oxo-azetidin-3-yl]carbamate

There total 4 articles about benzyl N-methyl-N-[(S)-1-(4-methoxyphenyl)-2-oxo-azetidin-3-yl]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: 90.0%

: 87568-46-5
(S)-3-N-<(benzoyloxycarbonyl)amino>-1-p-methoxyphenyl-2-azetidinone

: 74-88-4
methyl iodide

: 1619921-89-9
benzyl N-methyl-N-[(S)-1-(4-methoxyphenyl)-2-oxo-azetidin-3-yl]carbamate

Guidance literature:: (S)-3-N-<(benzoyloxycarbonyl)amino>-1-p-methoxyphenyl-2-azetidinone; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h; Inert atmosphere;

methyl iodide; In N,N-dimethyl-formamide; at 0 ℃; for 1h; Inert atmosphere;
DOI:10.1002/cmdc.201300546

Reference yield:

: 104-94-9
4-methoxy-aniline

: 1619921-89-9
benzyl N-methyl-N-[(S)-1-(4-methoxyphenyl)-2-oxo-azetidin-3-yl]carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran; dichloromethane / 16.5 h / 0 - 20 °C / Inert atmosphere

2.1: N,N`-sulfuryldiimidazole / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

2.2: 1 h / -20 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

3.2: 1 h / 0 °C / Inert atmosphere

With sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N,N`-sulfuryldiimidazole; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/cmdc.201300546

Reference yield:

: 1145-80-8
N-(benzyloxycarbonyl)-L-serine

: 1619921-89-9
benzyl N-methyl-N-[(S)-1-(4-methoxyphenyl)-2-oxo-azetidin-3-yl]carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran; dichloromethane / 16.5 h / 0 - 20 °C / Inert atmosphere

2.1: N,N`-sulfuryldiimidazole / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

2.2: 1 h / -20 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

3.2: 1 h / 0 °C / Inert atmosphere

With sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N,N`-sulfuryldiimidazole; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/cmdc.201300546