392673-58-4

Upstream product

• 104-94-9 4-methoxy-aniline 
• 78-84-2 isobutyraldehyde 

Downstream Products

• 330801-33-7 3,3-difluoro-4-isopropyl-N-(p-methoxyphenyl)azetidin-2-one 
• 392673-64-2 [2R,3R]-(-)-methyl 3-(4-methoxy-phenyl-amino)-2,4-dimethyl-pentanoate 
• 392673-62-0 [2R,3R,1'S,2'S]-(+)-3-(4-methoxy-phenyl-amino)-N,2,4-trimethyl-N-(2'-phenyl-2'-hydroxy-1'-methyl-ethyl)-pentanamide 

Relevant academic research and scientific papers

Synthesis of the reported structure of piperazirum using a nitro-Mannich reaction as the key stereochemical determining step

Piperazirum, isolated from Arum palaestinum Boiss, was originally assigned as r-3,c-5-diisobutyl-c-6-isopropylpiperazin-2-one. The reported structure was synthesised diastereoselectively using a key nitro-Mannich reaction to set up the C5/C6 relative stereochemistry. The structure was unambiguously assigned by single crystal X-ray diffraction but the spectroscopic data did not match those reported for the natural product. The structure of the natural product must therefore be revised.

Nucleophilic Imines and Electrophilic o-Quinone Methides, a Three-Component Assembly of Assorted 3,4-Dihydro-2 H-1,3-benzoxazines

A one-pot method for joining three separate components leading to an assortment of N-substituted 3,4-dihydro-2H-1,3-benzoxazines is described. The method involves the addition of a Grignard reagent to an o-OBoc salicylaldehyde in the presence of an imine. With a variety of components, 15 examples are presented, including the diastereoselective incorporation of chiral imines.

SYNTHESIS OF β-LACTAMS BY CONDENSATION OF TITANIUM ENOLATES OF 2-PYRIDYL THIOESTERS WITH AROMATIC IMINES: INFLUENCE OF THE PYRIDINE STRUCTURE ON THE DIASTEREOSELECTION

A series or S-2-pyridyl thioesters featuring various substituent at the 3 or 6 position of the pyridine ring has been prepared and their titanium enolates have been reacted with imines to give β-lactams. 3-substituted compounds provided a good diastereose