1219-46-1

Basic information

• Product Name: N-EPSILON-BENZOYL-L-LYSINE
• Synonyms: N-EPSILON-BENZOYL-L-LYS;N-EPSILON-BENZOYL-L-LYSINE;(S)-2-Amino-6-(benzoylamino)hexanoic acid;N6-Benzoyl-L-lysine;Nepsilon-Benzoyl-L-lysine,98%;Nepsilon-Benzoyl-L-lysine, 98% 5GR;L-Lysine, N6-benzoyl-;2-amino-6-(phenylcarbonylamino)hexanoic acid
• CAS NO: 1219-46-1
• Molecular Formula: C₁₃H₁₈N₂O₃
• Molecular Weight: 250.29
• Mol File: 1219-46-1.mol
• Article Data: 8

Chemical Properties

• Melting Point: 251-256 °C
• Boiling Point: 521°Cat760mmHg
• Flash Point: 268.9°C
• Appearance: White to beige/Powder
• Density: 1.186g/cm³
• Vapor Pressure: 1.1E-11mmHg at 25°C
• Refractive Index: 1.558
• CAS DataBase Reference: N-EPSILON-BENZOYL-L-LYSINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-EPSILON-BENZOYL-L-LYSINE(1219-46-1)
• EPA Substance Registry System: N-EPSILON-BENZOYL-L-LYSINE(1219-46-1)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 24/25-36-26
• Hazardous Substances Data: 1219-46-1(Hazardous Substances Data)

Usage

Chemical Properties

white to beige powder

InChI:InChI=1/C13H18N2O3/c14-11(13(17)18)8-4-5-9-15-12(16)10-6-2-1-3-7-10/h1-3,6-7,11H,4-5,8-9,14H2,(H,15,16)(H,17,18)/t11-/m0/s1

Upstream product

• 32513-92-1 Nα,ε-dibenzoyl-D,L-lysine 
• 56-87-1 L-lysine 
• 14609-03-1 6-benzoylamino-2-tert-butoxycarbonylamino-hexanoic acid 
• 99532-86-2 N,2-[(1,1-dimethylethoxy)carbonyl]-L-lysine methyl ester hydrochloride 
• 5107-18-6 N⁶-benzoyl-lysine 
• 98-88-4 benzoyl chloride 
• 89305-51-1 N⁶-benzoyl-DL-lysine amide; hydrochloride 
• 70326-37-3 phenyl(2-thioxothiazolidin-3-yl)methanone 
• 109036-22-8 N⁶-benzoyl-N²-butyryl-DL-lysine 
• 109454-36-6 N⁶-benzoyl-N²-chloroacetyl-DL-lysine 
• 3066-80-6 N²-acetyl-N⁶-benzoyl-DL-lysine 

Downstream Products

• 1700-05-6 (S)-2-bromo-6-benzamino-hexanoic acid-⁽¹⁾ 
• 326-51-2 N⁶-benzoyl-N²-trifluoroacetyl-L-lysine 
• 47086-64-6 4-(4-benzoylaminobutyl)oxazolidine-2,5-dione 
• 14609-03-1 6-benzoylamino-2-tert-butoxycarbonylamino-hexanoic acid 
• 908575-98-4 N^ε-benzoyl-N^α-benzyloxycarbonyl-L-lysine hydrazide 
• 168974-62-7 N²-benzenesulfonyl-L-lysine 
• 98352-78-4 N⁶-benzoyl-N²-methyl-N²-(toluene-4-sulfonyl)-L-lysine 
• 7431-89-2 N^α-Methyl-L-lysin 
• 2104-87-2 N²-(toluene-4-sulfonyl)-L-lysine 
• 79251-83-5 N-acyl-N^ε-benzoyl-L-lysine methyl ester 
• 219319-51-4 [(S)-5-Benzoylamino-1-((1S,2R)-1-carbamoyl-2-hydroxy-propylcarbamoyl)-pentyl]-carbamic acid tert-butyl ester 
• 65-85-0 benzoic acid 
• 79251-84-6 N^ε-benzoyl-L-lysine methyl ester hydrochloride 
• 24696-20-6 N^α-(2.4-dinitro-phenyl)-L-lysine 

Relevant articles and documents

Process Development of a Second Generation β-Amyloid-Cleaving Enzyme Inhibitor - Improving the Robustness of a Halogen-Metal Exchange Using Continuous Stirred-Tank Reactors

Process development for the synthesis of a second generation β-amyloid-cleaving enzyme (BACE1) inhibitor (1) is described. The lithiothiazole addition to the isoxazolene (5) under batch conditions was not scalable because of reaction gelling and anion instability. A continuous stirred-tank reactor flow process was developed and successfully executed on the 70 kg scale in multiple runs. In a head-to-head comparison between the continuous and batch processes, the former was clearly superior as it gave a higher yield (80 vs 63%) of the adduct (4) and better reaction control for handling the unstable lithiothiazole as a reaction intermediate. Subsequently, 4 underwent Pd-catalyzed amination with t-butyl carbamate, reductive cleavage of the N-O bond, thioamidine cyclization, and deprotection of the Boc group to provide hydropyranothiazine 2. The synthesis of 1 was completed by amidation with 5-(difluoromethoxy)picolinic acid and the successive deprotection of the benzamide group with either Silicycle-diamine or l-lysine.

(2,5-DIOXOIMIDAZOLIDIN-I-YL)-N-HYDROXY-ACETAMIDES AS METALLOPROTEINASE INHIBITORS

The invention provides compounds of the formula (I) wherein the variables are as defined in the specification. The compounds of the invention are inhibitors of metalloproteinase MMP-12 and are among other things useful for the treatment of obstructive air

Peptide-bond Formation, Chemoselective Acylation of Amino Acids, and Crosslinking Reaction between Amino Acids Utilizing a Functional Five-membered Heterocycle, 1,3-Thiazolidine-2-thione

The monitored aminolysis of 3-acyl-1,3-thiazolidine-2-thiones has been extended to the peptide-bond formation, the chemoselective acylation of amino acids having multifunctional groups, and the crosslinking reaction between amino acids.