55378-79-5

Basic information

• Product Name: C₁₃H₁₅NO₆
• Synonyms: C₁₃H₁₅NO₆
• CAS NO: 55378-79-5
• Molecular Weight: 281.265
• Mol File: 55378-79-5.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: C₁₃H₁₅NO₆(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₃H₁₅NO₆(55378-79-5)
• EPA Substance Registry System: C₁₃H₁₅NO₆(55378-79-5)

Safety Data

• Hazardous Substances Data: 55378-79-5(Hazardous Substances Data)

Upstream product

• 541-41-3 chloroformic acid ethyl ester 
• 1138-80-3 N-(Benzyloxycarbonyl)glycine 

Downstream Products

• 3589-41-1 phenylmethyl cyanomethylcarbamate 
• 68373-12-6 N-benzyloxycarbonyl-2-iodo-ethylamine 
• 146552-66-1 benzyl (2-azidoethyl)carbamate 
• 1489121-06-3 C₁₃H₁₄N₄O₄ 
• 175848-48-3 [((1R,2R,6R,7S,11S)-4,4,11-Trimethyl-9-oxo-3,5,8,10-tetraoxa-tricyclo[5.2.2.0^2,6]undec-1-ylcarbamoyl)-methyl]-carbamic acid benzyl ester 
• 182866-63-3 2-(2-Benzyloxycarbonylamino-acetylamino)-3-oxo-butyric acid methyl ester 
• 182866-71-3 methyl 2-({[(benzyloxy)carbonyl]amino}methyl)-5-methyl-1,3-oxazole-4-carboxylate 
• 172987-08-5 (1R,4S,6R,7S,8S)-4-{[N-(Benzyloxycarbonyl)glycyl]amino}-6-hydroxymethyl-7,8-isopropylidenedioxy-2,5-dioxabicyclo[2.2.2]octan-3-one 
• 172987-07-4 2-{[N-(Benzyloxycarbonyl)glycyl]amino}-2-deoxy-3,4-O-isopropylidene-D-glycero-D-talo-heptono-1,5-lactone 
• 105258-93-3 N-(Benzyloxycarbonyl)azetidin-3-one 
• 67865-70-7 1-diazo-3-(N-benzyloxycarbonyl)amino-2-propanone 
• 172987-06-3 2-{[N-(Benzyloxycarbonyl)glycyl]amino}-2-deoxy-3,4:6,7-di-O-isopropylidene-D-glycero-D-talo-heptono-1,5-lactone 
• 949-90-6 N-(carbobenzyloxy)glycinamide 
• 175848-51-8 C₂₃H₃₀N₂O₈ 

Relevant articles and documents

Complexation of anions including nucleotide anions by open-chain host compounds with amide, urea, and aryl functions

A systematical evaluation of association constants between halide, phosphate, and carboxylate anions with N-methylformamide (1) and the related bidentate receptors 2-6 (derived from, e.g., phthalic acid or ethylenediamine) in CDCl3 as solvent y

One-pot synthesis of orthogonally protected dipeptide selenazoles employing Nα-amino selenocarboxamides and α-bromomethyl ketones

A simple and efficient protocol for the synthesis of selenazole containing dipeptidomimetics using Nα-amino selenocarboxamides and α-bromomethyl ketones is described. All the compounds made were isolated in good yields and fully characterized.

Serine and threonine β-lactones: A new class of hepatitis A virus 3C cysteine proteinase inhibitors

Hepatitis A virus (HAV) 3C enzyme is a cysteine proteinase essential for viral replication and infectivity and represents a target for the development of antiviral drugs. A number of serine and threonine β-lactones were synthesized and tested against HAV 3C proteinase. The D-N-Cbz-serine β-lactone 5a displays competitive reversible inhibition with a Ki value of 1.50 × 10-6 M. Its enantiomer, L-N-Cbz-serine β-lactone 5b is an irreversible inactivator with kinact = 0.70 min-1, KI = 1.84 × 10-4 M and kinact/KI = 3800 M-1 min-1. Mass spectrometry and HMQC NMR studies using 13C-labeled 5b show that inactivation of the enzyme occurs by nucleophilic attack of the cysteine thiol (Cys-172) at the β-position of the oxetanone ring. Although the N-Cbz-serine β-lactones 5a and 5b display potent inhibition, other related analogues with an N-Cbz side chain, such as the five-membered ring homoserine γ-lactones 14a and 14b, the four-membered ring β-lactam 33, 2-methylene oxetane 34, cyclobutanone 36, and 3-azetidinone 39, fail to give significant inhibition of HAV 3C proteinase, thus demonstrating the importance of the β-lactone ring for binding.