(E)-3-[(2S,3R)-3-Benzyloxy-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-acrylic acid methyl ester

Base Information

Chemical Name:(E)-3-[(2S,3R)-3-Benzyloxy-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-acrylic acid methyl ester
CAS No.:131968-88-2
Molecular Formula:C₂₁H₂₁NO₅
Molecular Weight:367.401
Hs Code.:

Synonyms:(E)-3-[(2S,3R)-3-Benzyloxy-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-acrylic acid methyl ester

Suppliers and Price of (E)-3-[(2S,3R)-3-Benzyloxy-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-acrylic acid methyl ester

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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 (E)-3-[(2S,3R)-3-Benzyloxy-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-acrylic acid methyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (E)-3-[(2S,3R)-3-Benzyloxy-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-acrylic acid methyl ester

There total 4 articles about (E)-3-[(2S,3R)-3-Benzyloxy-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-acrylic acid methyl ester 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:

: 148968-08-5
(+)-(3R,4R)-1-(p-anisyl)-3-benzyloxy-4-formyl-2-azetidinone

: 131968-88-2
(E)-3-[(2S,3R)-3-Benzyloxy-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: Zn / tetrahydrofuran / 0.33 h / Ambient temperature

2: HF-MeOH / CH₂Cl₂ / 0.33 h / Ambient temperature

3: 1) MeSOCl₂, NEt₃, 2) DBU / 1) CH₂Cl₂, room temp., 60 min, 2) CH₂Cl₂, room temp., 60 min

With MeSOCl₂; hydrogen fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; zinc; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(00)97083-7

Reference yield:

: 149818-33-7
(+)-(3R,4S)-cis-3-benzyloxy-4-[(S)-1',2'-dihydroxyethyl]-1-(p-methoxyphenyl)-2-azetidinone

: 131968-88-2
(E)-3-[(2S,3R)-3-Benzyloxy-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 83 percent / NaIO₄ / methanol / 1 h / Ambient temperature

2: Zn / tetrahydrofuran / 0.33 h / Ambient temperature

3: HF-MeOH / CH₂Cl₂ / 0.33 h / Ambient temperature

4: 1) MeSOCl₂, NEt₃, 2) DBU / 1) CH₂Cl₂, room temp., 60 min, 2) CH₂Cl₂, room temp., 60 min

With sodium periodate; MeSOCl₂; hydrogen fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; zinc; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4039(00)97083-7

Reference yield:

: 3-[(2R,3R)-3-Benzyloxy-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-3-trimethylsilanyloxy-propionic acid methyl ester

: 131968-88-2
(E)-3-[(2S,3R)-3-Benzyloxy-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: HF-MeOH / CH₂Cl₂ / 0.33 h / Ambient temperature

2: 1) MeSOCl₂, NEt₃, 2) DBU / 1) CH₂Cl₂, room temp., 60 min, 2) CH₂Cl₂, room temp., 60 min

With MeSOCl₂; hydrogen fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In dichloromethane;
DOI:10.1016/S0040-4039(00)97083-7