93733-50-7

Upstream product

• 555-16-8 4-nitrobenzaldehdye 
• 7568-93-6 2-Amino-1-phenylethanol 
• 619-73-8 4-nitrobenzyl chloride 

Downstream Products

• 102488-28-8 cis-4-(4'-nitrophenyl)-3-phenoxy-1-(2'-phenyl-2'-oxoethyl)azetidin-2-one 
• 97958-30-0 cis-4-(4'-nitrophenyl)-3-phenoxy-1-(2'-phenyl-2'-hydroxyethyl)azetidin-2-one 
• 102488-33-5 (3S,4R)-1-[2-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-ethyl]-4-(4-nitro-phenyl)-3-phenoxy-azetidin-2-one 
• 97934-59-3 2-(4'-nitrophenyl)-3-phenoxy-5-phenyloxazolidine 
• 13866-51-8 2-(4-nitrophenyl)-5-phenyl-4,5-dihydro-1,3-oxazole 
• 102488-32-4 N-(2'-phenyl-2'-tert-butyldimethylsiloxyethyl)-1-(4'-nitrophenyl)imine 

Relevant academic research and scientific papers

Use of Hypervalent Iodine in the Synthesis of Isomeric Dihydrooxazoles

[Figure not available: see fulltext.] A convenient synthesis of 2- and/or 3-oxazolines has been developed depending on the structure and stereochemistry of the starting amino alcohol. PhI(OAc)2 acted as oxidant on the intermediate imine, as sup

SYNTHETIC APPLICATIONS OF CHROMIUM(VI) REAGENTS IN COMBINATION WITH CHLOROTRIMETHYLSILANE

The synthetic utility of chromium(VI) reagents together with chlorotrimethylsilane, as new oxidizing systems, is described.Pyridinium dichromate (PDC) in combination with chlorotrimethylsilane oxidizes tert-butyldimethylsilyl ethers in good to excellent yields.Trimethylsilyl chlorochromate, a new chromium(VI) reagent, also was found efficient for this oxidative-deprotection method.These reagents were applied to the oxidation of some N-(2-phenyl-2-hydroxyethyl)azetidin-2-ones as well as N-(2-phenyl-2-trialkylsiloxy)azetidin-2-ones into their corresponding carbonyl compounds, key intermediates for N-unsubstituted β-lactams.Oxidation of hydroquinones and protected trialkylsilyl hydroquinones was also described.Protection of hydroquinones by means of the tert-butyldimethylsilyl group was achieved by using the readily available tert-butyldimethylchlorosilane (TBDMCS) and 1,8-diazabicycloundec-7-ene (DBU) as base, which avoids the use of sophisticated and (or) sensitive reagents.

Synthesis of β-lactams from acetic acids and imines induced by phenyl dichlorophosphate reagent

The development of a practical method for the preparation of vinylamino-β-lactams from Dane salts and Schiff bases is described. Among the reagents known to produce β-lactams from imines and acetic acids, only phenyl dichlorophosphate and 1-methyl-2-chloropyridinium iodide are suitable for the synthesis of vinylamino-β-lactams. Reaction of acetic acids with ethanolimine derivatives promoted by phenyl dichlorophosphate affords oxazolidines instead of β-lactams. Protection of the hydroxyl group as the trimethylsilyl ether in the starting Schiff bases provides a convenient route to the corresponding β-lactams instead of oxazolidines. Some observations on the scope of the method are made.