(2R,3R,4R,5S)-5-[(2S,3R)-3-Methoxy-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-2-methyl-pyrrolidine-2,3,4-tricarboxylic acid trimethyl ester

Base Information

• Chemical Name: (2R,3R,4R,5S)-5-[(2S,3R)-3-Methoxy-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-2-methyl-pyrrolidine-2,3,4-tricarboxylic acid trimethyl ester
• CAS No.: 332011-69-5
• Molecular Formula: C₂₂H₂₈N₂O₉
• Molecular Weight: 464.472
• Mol file: 332011-69-5.mol

Synonyms:(2R,3R,4R,5S)-5-[(2S,3R)-3-Methoxy-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-2-methyl-pyrrolidine-2,3,4-tricarboxylic acid trimethyl ester

Chemical Property of (2R,3R,4R,5S)-5-[(2S,3R)-3-Methoxy-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-2-methyl-pyrrolidine-2,3,4-tricarboxylic acid trimethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R,4R,5S)-5-[(2S,3R)-3-Methoxy-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-2-methyl-pyrrolidine-2,3,4-tricarboxylic acid trimethyl ester

There total 2 articles about (2R,3R,4R,5S)-5-[(2S,3R)-3-Methoxy-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-2-methyl-pyrrolidine-2,3,4-tricarboxylic acid trimethyl 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:

dimethylfumarate (624-49-7) + 2-{[1-[(2S,3R)-3-Methoxy-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-meth-(E)-ylidene]-amino}-propionic acid methyl ester → (2S,3S,4S,5R)-5-[(2S,3R)-3-Methoxy-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-2-methyl-pyrrolidine-2,3,4-tricarboxylic acid trimethyl ester + (2R,3R,4R,5S)-5-[(2S,3R)-3-Methoxy-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-2-methyl-pyrrolidine-2,3,4-tricarboxylic acid trimethyl ester (332011-69-5)

Guidance literature:

With silver(I) acetate; triethylamine; In toluene; at 20 ℃; for 40h;

DOI:10.1021/jo005686s

Reference yield:

3-methoxy-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carbaldehyde (180062-99-1) → (2R,3R,4R,5S)-5-[(2S,3R)-3-Methoxy-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-2-methyl-pyrrolidine-2,3,4-tricarboxylic acid trimethyl ester (332011-69-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / 4 Angstroem molecular sieves / CH₂Cl₂ / 2 h / 20 °C

2: 126 mg / AgOAc; Et₃N / toluene / 40 h / 20 °C

With 4 A molecular sieve; silver(I) acetate; triethylamine; In dichloromethane; toluene;

DOI:10.1021/jo005686s

Reference yield: 73.0%

(2R,3R,4R,5S)-5-[(2S,3R)-3-Methoxy-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-2-methyl-pyrrolidine-2,3,4-tricarboxylic acid trimethyl ester (332011-69-5) → (1R,2R,3R,6R,7S,7aS)-6-Methoxy-7-(4-methoxy-phenylamino)-3-methyl-5-oxo-hexahydro-pyrrolizine-1,2,3-tricarboxylic acid trimethyl ester

Guidance literature:

With hydrogenchloride; In isopropyl alcohol; at 20 ℃; for 36h;

DOI:10.1021/jo005686s

upstream raw materials:

dimethylfumarate

3-methoxy-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carbaldehyde