(3S,4R)-4-Benzenesulfonyl-1-(3,4-dimethoxy-phenyl)-3-((R)-1-hydroxy-ethyl)-azetidin-2-one

Base Information

Chemical Name:(3S,4R)-4-Benzenesulfonyl-1-(3,4-dimethoxy-phenyl)-3-((R)-1-hydroxy-ethyl)-azetidin-2-one
CAS No.:84939-43-5
Molecular Formula:C₁₉H₂₁NO₆S
Molecular Weight:391.445
Hs Code.:

Synonyms:(3S,4R)-4-Benzenesulfonyl-1-(3,4-dimethoxy-phenyl)-3-((R)-1-hydroxy-ethyl)-azetidin-2-one

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Chemical Property of (3S,4R)-4-Benzenesulfonyl-1-(3,4-dimethoxy-phenyl)-3-((R)-1-hydroxy-ethyl)-azetidin-2-one

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Technology Process of (3S,4R)-4-Benzenesulfonyl-1-(3,4-dimethoxy-phenyl)-3-((R)-1-hydroxy-ethyl)-azetidin-2-one

There total 6 articles about (3S,4R)-4-Benzenesulfonyl-1-(3,4-dimethoxy-phenyl)-3-((R)-1-hydroxy-ethyl)-azetidin-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: 71.0%

: 84939-39-9
(2R,3R)-3-Methyl-oxirane-2-carboxylic acid benzenesulfonylmethyl-(3,4-dimethoxy-phenyl)-amide

: 84939-43-5
(3S,4R)-4-Benzenesulfonyl-1-(3,4-dimethoxy-phenyl)-3-((R)-1-hydroxy-ethyl)-azetidin-2-one

Guidance literature:: With n-butyllithium; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -50 ℃; for 0.5h;
DOI:10.1016/S0040-4039(00)81597-X

Reference yield:

: 7205-91-6
phenylthiomethyl chloride

: 84939-43-5
(3S,4R)-4-Benzenesulfonyl-1-(3,4-dimethoxy-phenyl)-3-((R)-1-hydroxy-ethyl)-azetidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 50percent aq. NaOH / benzyltriethylammonium iodide / CH₂Cl₂ / 1 h / Ambient temperature

2: m-chloroperbenzoic acid / CH₂Cl₂ / 16 h / Ambient temperature

3: 71 percent / n-butyllithium / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.5 h / -50 °C

With sodium hydroxide; n-butyllithium; 3-chloro-benzenecarboperoxoic acid; triethylbenzylammonium iodide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane;
DOI:10.1016/S0040-4039(00)81597-X

Reference yield:

: 84939-35-5
(2R,3R)-3-Methyl-oxirane-2-carboxylic acid (3,4-dimethoxy-phenyl)-amide

: 84939-43-5
(3S,4R)-4-Benzenesulfonyl-1-(3,4-dimethoxy-phenyl)-3-((R)-1-hydroxy-ethyl)-azetidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 50percent aq. NaOH / benzyltriethylammonium iodide / CH₂Cl₂ / 1 h / Ambient temperature

2: m-chloroperbenzoic acid / CH₂Cl₂ / 16 h / Ambient temperature

3: 71 percent / n-butyllithium / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.5 h / -50 °C

With sodium hydroxide; n-butyllithium; 3-chloro-benzenecarboperoxoic acid; triethylbenzylammonium iodide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane;
DOI:10.1016/S0040-4039(00)81597-X