N-[(3S,4S)-cis-1-(2,4-dimethoxybenzyl)-4-formyl-2-oxo-3-azetidinyl]phthalimide

Base Information

• Chemical Name: N-[(3S,4S)-cis-1-(2,4-dimethoxybenzyl)-4-formyl-2-oxo-3-azetidinyl]phthalimide
• CAS No.: 86299-39-0
• Molecular Formula: C₂₁H₁₈N₂O₆
• Molecular Weight: 394.384
• Mol file: 86299-39-0.mol

Synonyms:N-[(3S,4S)-cis-1-(2,4-dimethoxybenzyl)-4-formyl-2-oxo-3-azetidinyl]phthalimide

Chemical Property of N-[(3S,4S)-cis-1-(2,4-dimethoxybenzyl)-4-formyl-2-oxo-3-azetidinyl]phthalimide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[(3S,4S)-cis-1-(2,4-dimethoxybenzyl)-4-formyl-2-oxo-3-azetidinyl]phthalimide

There total 5 articles about N-[(3S,4S)-cis-1-(2,4-dimethoxybenzyl)-4-formyl-2-oxo-3-azetidinyl]phthalimide 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%

2-[(3S,4S)-1-(2,4-Dimethoxy-benzyl)-2-oxo-4-((2R,3S)-3-phenyl-oxiranyl)-azetidin-3-yl]-isoindole-1,3-dione (121534-30-3,121571-37-7,126574-68-3) → N-[(3S,4S)-cis-1-(2,4-dimethoxybenzyl)-4-formyl-2-oxo-3-azetidinyl]phthalimide (86299-39-0)

Guidance literature:

With periodic acid; In diethyl ether; dichloromethane; at 25 ℃; for 12h;

DOI:10.1016/S0040-4039(00)80680-2

Reference yield:

N-phthaloylglycine chloride (6780-38-7) → N-[(3S,4S)-cis-1-(2,4-dimethoxybenzyl)-4-formyl-2-oxo-3-azetidinyl]phthalimide (86299-39-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / triethylamine / CH₂Cl₂ / addition of triethylamine at -78 deg C, 0 deg C 3-5 h

2: 78 percent / periodic acid / diethyl ether; CH₂Cl₂ / 12 h / 25 °C

With periodic acid; triethylamine; In diethyl ether; dichloromethane;

DOI:10.1016/S0040-4039(00)80680-2

Reference yield:

2,4-Dimethoxybenzylamine (20781-20-8) → N-[(3S,4S)-cis-1-(2,4-dimethoxybenzyl)-4-formyl-2-oxo-3-azetidinyl]phthalimide (86299-39-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 4 Angstroem molecular sieves / CH₂Cl₂ / 12 h / 25 °C

2: 65 percent / triethylamine / CH₂Cl₂ / addition of triethylamine at -78 deg C, 0 deg C 3-5 h

3: 78 percent / periodic acid / diethyl ether; CH₂Cl₂ / 12 h / 25 °C

With 4 A molecular sieve; periodic acid; triethylamine; In diethyl ether; dichloromethane;

DOI:10.1016/S0040-4039(00)80680-2

upstream raw materials:

2-[(3S,4S)-1-(2,4-Dimethoxy-benzyl)-2-oxo-4-((2R,3S)-3-phenyl-oxiranyl)-azetidin-3-yl]-isoindole-1,3-dione

N-phthaloylglycine chloride

2,4-Dimethoxybenzylamine

(2,4-Dimethoxy-benzyl)-[1-((2R,3S)-3-phenyl-oxiranyl)-meth-(E)-ylidene]-amine

Downstream raw materials:

(3S,4S)-3-(benzyloxycarboxamido)-1-(2,4-dimethoxybenzyl)-4-(hydroxymethyl)-2-azetidinone