Hydroxy-[2-oxo-4-(4-phenyl-but-3-ynyl)-azetidin-1-yl]-acetic acid isopropyl ester

Base Information

• Chemical Name: Hydroxy-[2-oxo-4-(4-phenyl-but-3-ynyl)-azetidin-1-yl]-acetic acid isopropyl ester
• CAS No.: 200421-03-0
• Molecular Formula: C₁₈H₂₁NO₄
• Molecular Weight: 315.369
• Mol file: 200421-03-0.mol

Synonyms:Hydroxy-[2-oxo-4-(4-phenyl-but-3-ynyl)-azetidin-1-yl]-acetic acid isopropyl ester

Chemical Property of Hydroxy-[2-oxo-4-(4-phenyl-but-3-ynyl)-azetidin-1-yl]-acetic acid isopropyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Hydroxy-[2-oxo-4-(4-phenyl-but-3-ynyl)-azetidin-1-yl]-acetic acid isopropyl ester

There total 2 articles about Hydroxy-[2-oxo-4-(4-phenyl-but-3-ynyl)-azetidin-1-yl]-acetic acid isopropyl 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: 77.0%

dihydroxyacetic acid isopropyl ester (188691-14-7) + 4-(4-Phenyl-but-3-ynyl)-azetidin-2-one (200420-97-9) → Hydroxy-[2-oxo-4-(4-phenyl-but-3-ynyl)-azetidin-1-yl]-acetic acid isopropyl ester (200421-03-0)

Guidance literature:

In N,N-dimethyl-formamide; toluene; Heating;

DOI:10.1021/jo971433w

Reference yield:

(4-iodobut-1-yn-1-yl)benzene (124991-87-3) → Hydroxy-[2-oxo-4-(4-phenyl-but-3-ynyl)-azetidin-1-yl]-acetic acid isopropyl ester (200421-03-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) t-BuLi, 2.) lithium 2-thienylcyanocuprate / 1.) THF, -78 deg C, 2.) THF, 0 deg C, 3.) THF, 0 deg C

2: 77 percent / toluene; dimethylformamide / Heating

With tert.-butyl lithium; thien-2-yl(cyano)copper lithium; In N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo971433w

Reference yield: 82.0%

acetic anhydride (108-24-7) + Hydroxy-[2-oxo-4-(4-phenyl-but-3-ynyl)-azetidin-1-yl]-acetic acid isopropyl ester (200421-03-0) → Acetoxy-[2-oxo-4-(4-phenyl-but-3-ynyl)-azetidin-1-yl]-acetic acid isopropyl ester (200421-09-6)

Guidance literature:

With pyridine; In dichloromethane;

DOI:10.1021/jo971433w

upstream raw materials:

dihydroxyacetic acid isopropyl ester

4-(4-Phenyl-but-3-ynyl)-azetidin-2-one

(4-iodobut-1-yn-1-yl)benzene

Downstream raw materials:

Acetoxy-[2-oxo-4-(4-phenyl-but-3-ynyl)-azetidin-1-yl]-acetic acid isopropyl ester