73633-07-5

Upstream product

• 7633-38-7 di-tert-butyl fumarate 
• 1663-39-4 tert-Butyl acrylate 

Downstream Products

• 73933-06-9 t-butyl 7(R)-(2,2-dimethyl-3-t-butoxycarbonyl-4(R)-phenyl-imidazolid-5-on-1-yl)-3-methyl-2-oxo-(6R)-cephem-4-carboxylate 
• 73933-04-7 (R)-3-[(2R,3R)-1-[tert-Butoxycarbonyl-(triphenyl-λ⁵-phosphanylidene)-methyl]-2-(2-methyl-acryloylsulfanyl)-4-oxo-azetidin-3-yl]-2,2-dimethyl-4-oxo-5-phenyl-imidazolidine-1-carboxylic acid tert-butyl ester 
• 73933-05-8 (R)-3-[(3R,4R)-1-[tert-Butoxycarbonyl-(triphenyl-λ⁵-phosphanylidene)-methyl]-2-oxo-4-(2-oxo-propionylsulfanyl)-azetidin-3-yl]-2,2-dimethyl-4-oxo-5-phenyl-imidazolidine-1-carboxylic acid tert-butyl ester 
• 78840-76-3 1-t-butyl 4-ethyl 2-(2-oxo-4-vinylazetidin-1-yl)-3-(triphenylphosphoranylidene)-succinate 

Relevant academic research and scientific papers

PROCESS FOR PRODUCING OSELTAMIVIR PHOSPHATE AND INTERMEDIATE COMPOUND

Disclosed are a process suited to large scale synthesis with high yield for producing oseltamivir phosphate, in which a preparation of oseltamivir phosphate which is highly safe as a pharmaceutical product can be produced, and an intermediate compound for producing oseltamivir phosphate. In this production process, an intermediate compound represented by general formula (V) is synthesized by employing Michael reaction/Michael reaction/Horner-Wadsworth-Emmons reaction, and oseltamivir phosphate is produced by converting the substituent groups in this intermediate compound.

High-yielding synthesis of the anti-influenza neuraminidase inhibitor (-)-oseltamivir by two one-pot sequences

The efficient asymmetric total synthesis of (-)-oseltamivir, an antiviral reagent, has been accomplished by using two one-pot reaction sequences, with excellent overall yield (60%) and only one required purification by column chromatography. The first one-pot reaction sequence consists of a diphenylprolinol silyl ether mediated asymmetric Michael reaction, a domino Michael reaction/Horner-Wadsworth-Emmons reaction combined with retro-aldol/Horner-Wadsworth-Emmons reaction and retro Michael reactions, a thiol Michael reaction, and a base-catalyzed isomerization. Six reactions can be successfully conducted in the second one-pot reaction sequence; these are deprotection of a tert-butyl ester and its conversion into an acyl chloride then an acyl azide, Curtius rearrangement, amide formation, reduction of a nitro group into an amine, and a retro Michael reaction of a thiol moiety. A column-free synthesis of (-)-oseltamivir has also been established. Fighting the flu: Two one-pot and column-free asymmetric sequences are used to accomplish the synthesis of (-)-oseltamivir, known as the anti-influenza drug Tamiflu (see scheme; TMS: trimethylsilyl). This high-yielding synthesis takes advantage of a diphenylprolinol silyl ether as an organocatalyst and single-pot domino operations.

High-yielding synthesis of the anti-influenza neuramidase inhibitor (-)-oseltamivir by three "One-Pot" operations

Taking shortcuts: A remarkably short and high-yielding asymmetric total synthesis of (-)-oseltamivir takes advantage of organocatalysis and single-pot domino operations. The target, known as the drug Tamiflu, is prepared efficiently in a short time, and a

Indium mediated allylation of glyoxylate oxime ethers, esters and cyanoformates

An indium mediated procedure has been developed for the allylation of activated O-functionalised oximes and nitriles as exemplified by a variety of glyoxylate derivatives. This method gives the corresponding free (or protected) amine in a one pot-process. The method is regiospecific and is carried out under remarkably mild conditions so that even oxime esters can be subjected to the typical reaction conditions.