2-Propenoic acid, 3-[[(2S,3R)-2-[(1R)-3-bromo-1-hydroxy-3-butenyl]-1-(4-methoxyphenyl)- 4-oxo-3-azetidinyl]oxy]-, methyl ester, (2E)-

Base Information

• Chemical Name: 2-Propenoic acid, 3-[[(2S,3R)-2-[(1R)-3-bromo-1-hydroxy-3-butenyl]-1-(4-methoxyphenyl)- 4-oxo-3-azetidinyl]oxy]-, methyl ester, (2E)-
• CAS No.: 850899-02-4
• Molecular Formula: C18H20BrNO6
• Molecular Weight: 426.264
• Mol file: 850899-02-4.mol

Synonyms:

Chemical Property of 2-Propenoic acid, 3-[[(2S,3R)-2-[(1R)-3-bromo-1-hydroxy-3-butenyl]-1-(4-methoxyphenyl)- 4-oxo-3-azetidinyl]oxy]-, methyl ester, (2E)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Propenoic acid, 3-[[(2S,3R)-2-[(1R)-3-bromo-1-hydroxy-3-butenyl]-1-(4-methoxyphenyl)- 4-oxo-3-azetidinyl]oxy]-, methyl ester, (2E)-

There total 1 articles about 2-Propenoic acid, 3-[[(2S,3R)-2-[(1R)-3-bromo-1-hydroxy-3-butenyl]-1-(4-methoxyphenyl)- 4-oxo-3-azetidinyl]oxy]-, methyl ester, (2E)- 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: 78.0%

(E)-3-[(2R,3R)-2-Formyl-1-(4-methoxy-phenyl)-4-oxo-azetidin-3-yloxy]-acrylic acid methyl ester + 2-bromoallyl bromide (513-31-5) → 3-[2-(3-bromo-(R)-1-hydroxybut-3-enyl)-1-(4-methoxyphenyl)-(2S,3R)-4-oxoazetidin-3-yloxy]acrylic acid methyl ester (850899-02-4)

Guidance literature:

With bismuth(III) chloride; tin; In tetrahydrofuran; water; at 20 ℃; for 7h;

DOI:10.1021/jo0478306

Reference yield: 65.0%

3-[2-(3-bromo-(R)-1-hydroxybut-3-enyl)-1-(4-methoxyphenyl)-(2S,3R)-4-oxoazetidin-3-yloxy]acrylic acid methyl ester (850899-02-4) + acetic anhydride (108-24-7) → (E)-3-[(2S,3R)-2-((R)-1-Acetoxy-3-bromo-but-3-enyl)-1-(4-methoxy-phenyl)-4-oxo-azetidin-3-yloxy]-acrylic acid methyl ester

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃;

DOI:10.1021/jo0478306

Reference yield: 46.0%

3-[2-(3-bromo-(R)-1-hydroxybut-3-enyl)-1-(4-methoxyphenyl)-(2S,3R)-4-oxoazetidin-3-yloxy]acrylic acid methyl ester (850899-02-4) → (1R,6R,7S)-[6-hydroxy-8-(4-methoxyphenyl)-4-methylene-9-oxo-2-oxa-8-azabicyclo[5.2.0]non-3-yl]acetic acid methyl ester

Guidance literature:

With 2,2'-azobis(isobutyronitrile); triphenylstannane; In benzene; Heating;

DOI:10.1055/s-2005-869985

upstream raw materials:

2-bromoallyl bromide