123003-97-4

Upstream product

• 70422-07-0 N^α-benzoyl-N^ε-(benzyloxycarbonyl)lysine 
• 32302-83-3 N-ε-benzyloxycarbonyl lysine 
• 98-88-4 benzoyl chloride 
• 1155-64-2 N₆-[(benzyloxy)carbonyl]-L-lysine 
• 1946-80-1 Bz-Lys(Z)-OH 

Downstream Products

• 1565852-55-2 benzyl 4-(5-oxo-2-phenyl-4-((trimethylsilyl)ethynyl)-4,5-dihydrooxazol-4-yl)butylcarbamate 
• 123004-03-5 N-<5-Amino-1-(trifluoroacetyl)pentyl>benzamide Hydrochloride 
• 106746-02-5 Phenylmethyl N-<5-(Benzoylamino)-5-(trifluoroacetyl)pentyl>carbamate 
• 112175-16-3 Bz-Lys(Z)-Lys(Z) 
• 106942-42-1 {4-[5-Oxo-2-phenyl-4-(2,2,2-trifluoro-acetyl)-4,5-dihydro-oxazol-4-yl]-butyl}-carbamic acid benzyl ester 

Relevant academic research and scientific papers

KETONE INHIBITORS OF LYSINE GINGIPAIN

The present invention provides compounds according to Formula (I) as described herein, and their use for inhibiting the lysine gingipain protease (Kgp) from the bacterium Porphyromonas gingivalis. Also described are gingipain activity probe compounds and methods for assaying gingipain activity are also described, as well as methods for the treatment of disorders associated with P. gingivalis infection, including brain disorders such as Alzheimer's disease.

Alkynyliodonium salt mediated alkynylation of azlactones: Fast access to Cα-tetrasubstituted α-amino acid derivatives

An efficient electrophilic alkynylation of azlactones (oxazol-5(4H)-ones) is developed using alkynyl(phenyl)iodonium salts as the electrophilic alkyne source. After remarkably short reaction times, the desired alkyne functionalized azlactones are obtained in 60-97% yield and can be transformed easily into a variety of quaternary α-amino acid derivatives.

Synthesis of Fluorinated α-Amino Ketones, III. Preparation of Fluorinated Ketone Analogues of Phenylalanine, Lysine, and p-(Guanidino)phenylalanine

The synthesis of α-amino mono-, di-, and trifluoromethyl and difluoromethylene ketones and their derivatives is described.A one-pot sequence related to the Dakin-West reaction starts from amino acids and gives the corresponding fluorinated ketone analogue

SYNTHESIS OF FLUORINATED α-AMINO KETONES PART I: α-BENZAMIDOALKYL MONO- DI- AND TRIFLUOROMETHYL KETONES

2-Phenyl-5(4H)-oxazolones, obtained from α-amino acids, are reacted with di- and trifluoro acetic anhydride by a modified Dakin-West procedure to yield in a one-pot reaction α-benzamidoalkyl-di- and trifluoromethyl ketones in good yields.The monofluoromethyl analogues were also prepared from α-amino acids, however the use of the highly toxic fluoroacetic anhydride was avoided.The key step is the halogen exchange reaction on the corresponding bromomethyl ketone.