87746-56-3

Basic information

• Product Name: L-Leucine, N-[(1,1-dimethylethoxy)carbonyl]-, phenylmethyl ester
• CAS NO: 87746-56-3
• Molecular Formula: C18H27NO4
• Molecular Weight: 321.417
• Mol File: 87746-56-3.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: L-Leucine, N-[(1,1-dimethylethoxy)carbonyl]-, phenylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: L-Leucine, N-[(1,1-dimethylethoxy)carbonyl]-, phenylmethyl ester(87746-56-3)
• EPA Substance Registry System: L-Leucine, N-[(1,1-dimethylethoxy)carbonyl]-, phenylmethyl ester(87746-56-3)

Safety Data

• Hazardous Substances Data: 87746-56-3(Hazardous Substances Data)

Upstream product

• 61-90-5 L-leucine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 13139-15-6 N-tert-butoxycarbonyl-L-leucine 
• 100-44-7 benzyl chloride 
• 108-88-3 toluene 
• 100-51-6 benzyl alcohol 
• 100-39-0 benzyl bromide 
• 42538-67-0 caesium (2S)-2-[(tert-butoxycarbonyl)amino]-4-methylpentanoate 

Downstream Products

• 1365292-21-2 L-isoseryl-L-leucine benzyl ester hydrochloride 
• 1365292-48-3 L-isoseryl-L-phenylalanyl-L-leucine benzyl ester hydrochloride 
• 1365292-56-3 C₁₈H₂₇N₃O₅*ClH 
• 2462-35-3 L-leucine benzyl ester hydrochloride 
• 73994-87-3 (S)-benzyl 2-((S)-2-amino-3-phenylpropanamido)-4-methylpentanoate hydrochloride 
• 74193-68-3 N-tert-butyloxycarbonyl-L-phenylalanyl-L-leucine benzyl ester 
• 61-90-5 L-leucine 
• 2666-93-5 (S)-Leu-OMe 
• 1565841-47-5 Ala-Val-Leu-OBn 
• 2280-68-4 N-tert-butoxycarbonyl-L-leucyl-L-methioninamide 

Relevant articles and documents

Michael Acceptor-Based Peptidomimetic Inhibitor of Main Protease from Porcine Epidemic Diarrhea Virus

Porcine epidemic diarrhea virus (PEDV) causes high mortality in pigs. PEDV main protease (Mpro) plays an essential role in viral replication. We solved the structure of PEDV Mpro complexed with peptidomimetic inhibitor N3 carrying a Michael acceptor warhead, revealing atomic level interactions. We further designed a series of 17 inhibitors with altered side groups. Inhibitors M2 and M17 demonstrated enhanced specificity against PEDV Mpro. These compounds have potential as future therapeutics to combat PEDV infection.

Ethyl 2-(tert-butoxycarbonyloxyimino)-2-cyanoacetate (Boc-Oxyma) as coupling reagent for racemization-free esterification, thioesterification, amidation and peptide synthesis

Here we report the synthesis and utility of ethyl 2-(tert- butoxycarbonyloxyimino)-2-cyanoacetate (Boc-Oxyma) as an efficient coupling reagent for racemization-free esterification, thioesterification, amidation reactions and peptide synthesis that uses equimolar amounts of acids and alcohols, thiols, amines or amino acids, respectively. Its application to solid phase as well as solution phase peptide synthesis is also demonstrated and a mechanistic investigation is discussed. Boc-Oxyma is similar to the well known coupling agent COMU {1-[1-cyano-2-ethoxy-2-oxoethylideneaminooxy)- dimethylaminomorpholino] uronium hexafluorophosphate} in terms of its high reactivity and mechanism of action. However, it is not only much easier to prepare, but also to recover and reuse, thereby generating far less chemical waste.

A metal-free oxidative esterification of the benzyl C-H bond

An efficient metal-free oxidative esterification of benzyl C-H bonds was developed. Using tetrabutylammonium iodide as catalyst and tert-butyl hydroperoxide as co-oxidant, benzylic substrates could react smoothly with various carboxylic acids to give the esters with good to excellent yields. The method was also suitable for the O-protection of N-Boc amino acids. The reaction mechanism was primarily investigated and a radical process was proposed. Copyright