Acetic acid (S)-1-(4-bromo-phenyl)-3-[(2S,3R)-1-(4-fluoro-phenyl)-2-(4-hydroxy-phenyl)-4-oxo-azetidin-3-yl]-propyl ester

Base Information

• Chemical Name: Acetic acid (S)-1-(4-bromo-phenyl)-3-[(2S,3R)-1-(4-fluoro-phenyl)-2-(4-hydroxy-phenyl)-4-oxo-azetidin-3-yl]-propyl ester
• CAS No.: 190448-80-7
• Molecular Formula: C₂₆H₂₃BrFNO₄
• Molecular Weight: 512.375
• Mol file: 190448-80-7.mol

Synonyms:Acetic acid (S)-1-(4-bromo-phenyl)-3-[(2S,3R)-1-(4-fluoro-phenyl)-2-(4-hydroxy-phenyl)-4-oxo-azetidin-3-yl]-propyl ester

Chemical Property of Acetic acid (S)-1-(4-bromo-phenyl)-3-[(2S,3R)-1-(4-fluoro-phenyl)-2-(4-hydroxy-phenyl)-4-oxo-azetidin-3-yl]-propyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid (S)-1-(4-bromo-phenyl)-3-[(2S,3R)-1-(4-fluoro-phenyl)-2-(4-hydroxy-phenyl)-4-oxo-azetidin-3-yl]-propyl ester

There total 1 articles about Acetic acid (S)-1-(4-bromo-phenyl)-3-[(2S,3R)-1-(4-fluoro-phenyl)-2-(4-hydroxy-phenyl)-4-oxo-azetidin-3-yl]-propyl 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:

Acetic acid 4-{[(E)-4-fluoro-phenylimino]-methyl}-phenyl ester + Acetic acid (S)-1-(4-bromo-phenyl)-5-oxo-5-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-pentyl ester → Acetic acid (S)-1-(4-bromo-phenyl)-3-[(2S,3R)-1-(4-fluoro-phenyl)-2-(4-hydroxy-phenyl)-4-oxo-azetidin-3-yl]-propyl ester (190448-80-7)

Guidance literature:

Acetic acid 4-{[(E)-4-fluoro-phenylimino]-methyl}-phenyl ester; Acetic acid (S)-1-(4-bromo-phenyl)-5-oxo-5-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-pentyl ester; With titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In dichloromethane;

With benzenesulfonamide; In toluene;

With tetrabutyl ammonium fluoride;

DOI:10.1016/S0960-894X(01)00750-8

Reference yield: 56.0%

Acetic acid (S)-1-(4-bromo-phenyl)-3-[(2S,3R)-1-(4-fluoro-phenyl)-2-(4-hydroxy-phenyl)-4-oxo-azetidin-3-yl]-propyl ester (190448-80-7) → (3R,4S)-3-[(S)-3-(4-Bromo-phenyl)-3-hydroxy-propyl]-1-(4-fluoro-phenyl)-4-(4-hydroxy-phenyl)-azetidin-2-one (437713-56-9)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran;

DOI:10.1016/S0960-894X(01)00750-8

Reference yield:

Acetic acid (S)-1-(4-bromo-phenyl)-3-[(2S,3R)-1-(4-fluoro-phenyl)-2-(4-hydroxy-phenyl)-4-oxo-azetidin-3-yl]-propyl ester (190448-80-7) → (3R,4S)-1-(4-Fluoro-phenyl)-3-[(S)-3-hydroxy-3-(4-iodo-phenyl)-propyl]-4-(4-hydroxy-phenyl)-azetidin-2-one

Guidance literature:

Multi-step reaction with 2 steps

1.1: 56 percent / aq. LiOH / tetrahydrofuran

2.1: (Bu₃Sn)2; Pd(Ph₃P)4 / toluene / Heating

2.2: iodobeads; phosphate buffer / ethanol / pH 5.8

With lithium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bis(tri-n-butyltin); In tetrahydrofuran; toluene;

DOI:10.1016/S0960-894X(01)00750-8

Downstream raw materials:

(3R,4S)-3-[(S)-3-(4-Bromo-phenyl)-3-hydroxy-propyl]-1-(4-fluoro-phenyl)-4-(4-hydroxy-phenyl)-azetidin-2-one