(3'S)-1-[3'-(4-methoxybenzyloxy)-2'-methylenebutyl]-4-vinyloxyazetidin-2-one

Base Information

Chemical Name:(3'S)-1-[3'-(4-methoxybenzyloxy)-2'-methylenebutyl]-4-vinyloxyazetidin-2-one
CAS No.:606972-07-0
Molecular Formula:C₁₈H₂₃NO₄
Molecular Weight:317.385
Hs Code.:

Synonyms:(3'S)-1-[3'-(4-methoxybenzyloxy)-2'-methylenebutyl]-4-vinyloxyazetidin-2-one

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Chemical Property of (3'S)-1-[3'-(4-methoxybenzyloxy)-2'-methylenebutyl]-4-vinyloxyazetidin-2-one

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Technology Process of (3'S)-1-[3'-(4-methoxybenzyloxy)-2'-methylenebutyl]-4-vinyloxyazetidin-2-one

There total 6 articles about (3'S)-1-[3'-(4-methoxybenzyloxy)-2'-methylenebutyl]-4-vinyloxyazetidin-2-one 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: 79.0%

: 4-vinyloxyazetidin-2-one

: 606972-03-6
(3S)-2-bromomethyl-3-(p-methoxybenzyloxy)but-1-ene

: 606972-07-0
(3'S)-1-[3'-(4-methoxybenzyloxy)-2'-methylenebutyl]-4-vinyloxyazetidin-2-one

Guidance literature:: 4-vinyloxyazetidin-2-one; With n-butyllithium; tetra(n-butyl)ammonium hydrogensulfate; In tetrahydrofuran; cyclohexane; at -78 - -30 ℃;

(3S)-2-bromomethyl-3-(p-methoxybenzyloxy)but-1-ene; In tetrahydrofuran; cyclohexane; at -78 - 0 ℃;
DOI:10.1016/S0040-4020(03)00939-6

Reference yield:

: 144401-98-9
(S)-2-(4-methoxybenzyloxy)propionic acid ethyl ester

: 606972-07-0
(3'S)-1-[3'-(4-methoxybenzyloxy)-2'-methylenebutyl]-4-vinyloxyazetidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: 88 percent / MeLi / tetrahydrofuran; various solvent(s) / 0.5 h / -78 °C

2.1: 82 percent / dimethylformamide / 2 h / 20 °C

3.1: BuLi / tetrahydrofuran; cyclohexane / -78 - 0 °C

3.2: tetrahydrofuran; cyclohexane / -78 - 20 °C

4.1: 4.3 g / K₂CO₃ / methanol / 3 h / 20 °C

5.1: 83 percent / Ph₃P; Br₂; imidazole / CH₂Cl₂ / 0.17 h / 0 °C

6.1: tetrabutylammonium hydrogen sulfate; BuLi / tetrahydrofuran; cyclohexane / -78 - -30 °C

6.2: 79 percent / tetrahydrofuran; cyclohexane / -78 - 0 °C

With 1H-imidazole; n-butyllithium; methyllithium; bromine; tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; cyclohexane; N,N-dimethyl-formamide; 3.2: Wittig olefination reaction;
DOI:10.1016/S0040-4020(03)00939-6

Reference yield:

: 606972-00-3
(3S)-1-bromo-3-(p-methoxybenzyloxy)butan-2-one

: 606972-07-0
(3'S)-1-[3'-(4-methoxybenzyloxy)-2'-methylenebutyl]-4-vinyloxyazetidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 82 percent / dimethylformamide / 2 h / 20 °C

2.1: BuLi / tetrahydrofuran; cyclohexane / -78 - 0 °C

2.2: tetrahydrofuran; cyclohexane / -78 - 20 °C

3.1: 4.3 g / K₂CO₃ / methanol / 3 h / 20 °C

4.1: 83 percent / Ph₃P; Br₂; imidazole / CH₂Cl₂ / 0.17 h / 0 °C

5.1: tetrabutylammonium hydrogen sulfate; BuLi / tetrahydrofuran; cyclohexane / -78 - -30 °C

5.2: 79 percent / tetrahydrofuran; cyclohexane / -78 - 0 °C

With 1H-imidazole; n-butyllithium; bromine; tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; cyclohexane; N,N-dimethyl-formamide; 2.2: Wittig olefination reaction;
DOI:10.1016/S0040-4020(03)00939-6