145641-39-0

Upstream product

• 126301-19-7 (2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropyl methanesulfonate 
• 66605-57-0 (S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol 
• 119153-87-6 (C₅H₉O₂)C₉H₉NO(O)(CO₂C₂H₅) 
• 24424-99-5 di-tert-butyl dicarbonate 
• 63-91-2 L-phenylalanine 
• 122818-32-0 (S)-2-<(tert-Butoxycarbonyl)amino>-3-phenylpropyl thioacetate 

Downstream Products

• 167867-38-1 N--<2(S)-benzyl>tauryl>-N'-tert-butyl-(4aS,8aS)-decahydro-3(S)-isoquinolinecarboxamide 
• 167867-57-4 (S)-2-Amino-N¹-[(S)-1-benzyl-2-((3S,4aS,8aS)-3-tert-butylcarbamoyl-octahydro-isoquinoline-2-sulfonyl)-ethyl]-succinamide 
• 167867-37-0 N--N'-tert-butyl-(4aS,8aS)-decahydro-3(S)-isoquinolinecarboxamide 
• 167867-49-4 (S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propane-1-sulfonylamino)-3-phenyl-propionic acid 
• 167867-55-2 (3S,4aS,8aS)-2-((S)-2-Amino-3-phenyl-propane-1-sulfonyl)-decahydro-isoquinoline-3-carboxylic acid tert-butylamide 
• 145641-43-6 N-phenylalanine methyl ester 
• 184916-36-7 3,5-Bis-{2-[(S)-2-((S)-2-tert-butoxycarbonylamino-3-phenyl-propane-1-sulfonylamino)-3-phenyl-propane-1-sulfonylamino]-ethoxy}-benzoic acid methyl ester 
• 145641-38-9 N-proline methylamide 
• 145641-42-5 N-phenylalanine methyl ester 

Relevant academic research and scientific papers

Synthesis and evaluation of chloromethyl sulfoxides as a new class of selective irreversible cysteine protease inhibitors

The synthesis and biological evaluation of a new class of selective irreversible cysteine protease inhibitors is described. A set of amino acid based chloromethyl sulfoxides was prepared and they were found to inhibit irreversibly the cysteine protease papain. They were selective for cysteine proteases since no inhibition was found for the serine protease chymotrypsin.

Synthesis of Peptidosulfinamides and Peptidosulfonamides: Peptidomimetics Containing the Sulfinamide or Sulfonamide Transition-State Isostere

Synthetic routes are described toward the preparation of α- as well as β-substituted aminoethanesulfinyl chlorides, starting from either an aldehyde or from an amino acid derivative.The sulfinyl chlorides are used as building blocks for the preparation of homochiral α- or β-substituted sulfinamide and sulfonamide transition-state isosteres.The methodology has been applied to the synthesis of peptidosulfonamide peptidomimetics such as a hapten needed for the generation of antibodies and potential HIV protease inhibitors.In addition, the β-substituted aminoethanesulfinyl chlorides were used as building blocks for the preparation of a tetrapeptidosulfonamide, which can be considered as a biopolymer mimetic, employing a repetition of a cycle of three reactions: coupling of the sulfinyl chloride to the N-terminus of the growing peptidosulfonamide, oxidation to the sulfonamide, and deprotection of the N-terminus.

Synthesis of peptides containing the β-substituted aminoethane sulfinamide or sulfonamide transition-state isostere derived from amino acids

α-amino acids can be converted to homochiral β-substituted aminoethane sulfinamide or sulfonamide transition-state isosteres, which can be incorporated into peptides. These transition-state analogues e.g. the sulfonamide isostere of Phe-Phe will be used for the generation of catalytic antibodies as well as for the development of protease inhibitors.