dibenzyl α-chloro-2-<2-(methylsulfinyl)-2-(methylthio)ethyl>-4-oxo-1-azetidinemalonate

Base Information

Chemical Name:dibenzyl α-chloro-2-<2-(methylsulfinyl)-2-(methylthio)ethyl>-4-oxo-1-azetidinemalonate
CAS No.:72658-60-7
Molecular Formula:C₂₄H₂₆ClNO₆S₂
Molecular Weight:524.059
Hs Code.:

Synonyms:dibenzyl α-chloro-2-<2-(methylsulfinyl)-2-(methylthio)ethyl>-4-oxo-1-azetidinemalonate

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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 dibenzyl α-chloro-2-<2-(methylsulfinyl)-2-(methylthio)ethyl>-4-oxo-1-azetidinemalonate

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Technology Process of dibenzyl α-chloro-2-<2-(methylsulfinyl)-2-(methylthio)ethyl>-4-oxo-1-azetidinemalonate

There total 7 articles about dibenzyl α-chloro-2-<2-(methylsulfinyl)-2-(methylthio)ethyl>-4-oxo-1-azetidinemalonate 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: 63.0%

: 72672-38-9
dibenzyl 2-<2,2-bis(methylthio)ethyl>-α-chloro-4-oxo-1-azetidinemalonate

: 72658-60-7
dibenzyl α-chloro-2-<2-(methylsulfinyl)-2-(methylthio)ethyl>-4-oxo-1-azetidinemalonate

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In diethyl ether; at -78 ℃; 1.) -78 deg C; 2.) 2 h, r.t.;
DOI:10.1021/jo01294a043

Reference yield:

: 72658-58-3
4-(2-oxoethyl)azetidin-2-one

: 72658-60-7
dibenzyl α-chloro-2-<2-(methylsulfinyl)-2-(methylthio)ethyl>-4-oxo-1-azetidinemalonate

Guidance literature:: Multi-step reaction with 4 steps

1: 40 percent / BF₃*Et₂O / acetonitrile / 2 h / 0 °C

2: toluene / 2 h / Heating

3: 57 percent / SOCl₂/pyridine / tetrahydrofuran / 1.) 5 min, -20 deg C; 2.) 0.5 h, 0 deg C; 3.) 1 h, 25 deg C

4: 63 percent / m-chloroperbenzoic acid / diethyl ether / -78 °C / 1.) -78 deg C; 2.) 2 h, r.t.

With pyridine; thionyl chloride; 3-chloro-benzenecarboperoxoic acid; boron trifluoride diethyl etherate; In tetrahydrofuran; diethyl ether; toluene; acetonitrile;
DOI:10.1021/jo01294a043

Reference yield:

: 64066-62-2
4-(2-hydroxyethyl)azetidin-2-one

: 72658-60-7
dibenzyl α-chloro-2-<2-(methylsulfinyl)-2-(methylthio)ethyl>-4-oxo-1-azetidinemalonate

Guidance literature:: Multi-step reaction with 5 steps

1: CrO₃, pyridine / acetonitrile / 0.5 h / Celite

2: 40 percent / BF₃*Et₂O / acetonitrile / 2 h / 0 °C

3: toluene / 2 h / Heating

4: 57 percent / SOCl₂/pyridine / tetrahydrofuran / 1.) 5 min, -20 deg C; 2.) 0.5 h, 0 deg C; 3.) 1 h, 25 deg C

5: 63 percent / m-chloroperbenzoic acid / diethyl ether / -78 °C / 1.) -78 deg C; 2.) 2 h, r.t.

With pyridine; chromium(VI) oxide; thionyl chloride; 3-chloro-benzenecarboperoxoic acid; boron trifluoride diethyl etherate; In tetrahydrofuran; diethyl ether; toluene; acetonitrile;
DOI:10.1021/jo01294a043