169499-08-5

Upstream product

• 128301-64-4 N-((2S,3S)-3-trans-ethoxycarbonyloxiran-2-carbonyl)-L-phenylalanine benzyl ester 
• 1738-78-9 L-phenylalanine benzyl ester p-toluene-sulfonic acid salt 
• 63734-73-6 ethyl (2S,3S)-2,3-epoxysuccinate 
• 3291-46-1 (2S,3S)-diethyl oxirane-2,3-dicarboxylate 

Downstream Products

• 169499-50-7 N-methyl-N'-{N-[(2S,3S)-3-trans-ethoxycarbonyloxirane-2-carbonyl]-L-phenylalanyl}piperazine 
• 174699-25-3 N-[N-[(2S,3S)-3-trans-ethoxycarbonyloxirane-2-carbonyl]-L-phenylalanyl]-3-amino-1-propanol 
• 174699-29-7 N-[N-[(2S,3S)-3-trans-ethoxycarbonyloxirane-2-carbonyl]-L-phenylalanyl]-1-amino-3-methylthiopropane 
• 174699-39-9 N-[N-[(2S,3S)-3-trans-ethoxycarbonyloxirane-2-carbonyl]-L-phenylalanyl]-1-amino-5-methoxypentane 
• 174699-33-3 N-[N-[(2S,3S)-3-trans-ethoxycarbonyloxirane-2-carbonyl]-L-phenylalanyl]-1-amino-3-ethoxypropane 
• 174699-37-7 N-[N-[(2S,3S)-3-trans-ethoxycarbonyloxirane-2-carbonyl]-L-phenylalanyl]-1-amino-3-butoxypropane 
• 174699-35-5 N-[N-[(2S,3S)-3-trans-ethoxycarbonyloxirane-2-carbonyl]-L-phenylalanyl]-1-amino-3-isopropoxypropane 
• 169499-54-1 N-acetyl-N'-{N-[(2S,3S)-3-trans-ethoxycarbonyloxirane-2-carbonyl]-L-phenylalanyl}-1,4-diaminobutane 

Relevant academic research and scientific papers

A new synthesis of peptidyl epoxysuccinates for probing cysteine protease-inhibitor P3/S3 binding interactions

A new synthesis of peptidyl epoxysuccinates has been developed involving the N-acylation of amino acid benzyl esters (12) with the tartrate ester derived epoxy acid 13 followed by deprotection of the benzyl esters and acylation with amines 21-28. This syn

EPOXYSUCCINIC ACID DERIVATIVES

A compound of the general formula: STR1 wherein R 1 represents a carboxyl group which may optionally be esterified or amidated; R 2 represents a cyclic group which may optionally be substituted or a polar group; n is an integer of 0 to 6; R 3 represents hydrogen or a hydrocarbon residue which may optionally be substituted; R 4 represents (1) a hydrocarbon residue which is substituted by an optionally protected amino group or (2) an alkenyl group; or R 3 and R 4 may be combined with the adjacent nitrogen atom to form a heterocyclic group containing at least two hetero atoms, or a salt thereof.The compound or a salt thereof of the present invention inhibits thiol proteases such as cathepsin L and B and serves well as a prophylactic/therapeutic agent for bone diseases such as osteoporosis.

E-64 analogs as inhibitors of cathepsin L and cathepsin S: Importance of the S2-P2 interactions for potency and selectivity

A number of epoxysuccinyl amino acid benzyl esters (HO-Eps-AA-OBzl, 1) in which the amino acid (AA) had been systematically varied were tested as inhibitors of cathepsins L and S. These E-64 analogs were designed to investigate whether selectivity for cat