55757-60-3

Basic information

• Product Name: BOC-LYS(AC)-OH HCL
• Synonyms: BOC-L-LYSINE METHYL ESTER HYDROCHLORIDE;BOC-LYS-OME HCL;BOC-LYS(AC)-OH HCL;BOC-LYS-OM.HCL;Boc-Lys-OMe•N2-[(1,1-DIMETHYLETHOXY)CARBONYL]-L-LYSINE METHYL ESTER HCL;N-tert-Butoxycarbonyl-L-lysine methyl ester hydrochloride;boc-lys-omeCl
• CAS NO: 55757-60-3
• Molecular Formula: C₁₂H₂₄N₂O₄
• Molecular Weight: 296.79
• Product Categories: Lysine [Lys, K];Boc-Amino Acids and Derivative;Boc-Amino acid series
• Mol File: 55757-60-3.mol
• Article Data: 27

Chemical Properties

• Boiling Point: 404.4 °C at 760 mmHg
• Flash Point: 198.4 °C
• Appearance: /
• Density: 1.056g/cm3
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.466
• Storage Temp.: Store at 0°C
• PKA: 11.16±0.46(Predicted)
• CAS DataBase Reference: BOC-LYS(AC)-OH HCL(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-LYS(AC)-OH HCL(55757-60-3)
• EPA Substance Registry System: BOC-LYS(AC)-OH HCL(55757-60-3)

Safety Data

• Hazardous Substances Data: 55757-60-3(Hazardous Substances Data)

Usage

Chemical Properties

Colorless to light yellow oil

Uses

Boc-L-Lysine Methyl Ester is a reagent in the synthesis of myxochelin analogs as antimetastatic agents.

InChI:InChI=1/C12H24N2O4/c1-12(2,3)18-11(16)14-9(10(15)17-4)7-5-6-8-13/h9H,5-8,13H2,1-4H3,(H,14,16)

Upstream product

• 13515-95-2 L-lysine methyl ester hydrochloride 
• 24424-99-5 di-tert-butyl dicarbonate 
• 13515-95-2 lysine methyl ester dihydrochloride 
• 55878-47-2 (R)-6-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoic acid 
• 34404-32-5 (R)-2-amino-6-(((benzyloxy)carbonyl)amino)hexanoic acid 
• 923-27-3 D-lysine 
• 82611-49-2 methyl 6-N-benzyloxycarbonyl-2-N-BOC-D-lysinate 
• 106719-44-2 Boc-D-Lys-OH 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 13734-28-6 Boc-Lys-OH 
• 136832-75-2 (S)-methyl 6-amino-2-((tert-butoxycarbonyl)amino)hexanoate acetate 
• 27894-50-4 methyl (2S)-2-amino-6-{[(benzyloxy)carbonyl]amino}hexanoate hydrochloride 
• 2389-45-9 Boc-Lys(Z)-OH 
• 108634-97-5 N^α-(tert-butoxycarbonyl)-N^ε-(tert-butyldimethylsilyloxycarbonyl)-L-lysine methyl ester 

Downstream Products

• 129483-55-2 (S)-2-tert-Butoxycarbonylamino-6-[3-(4-methyl-pyridin-3-yl)-propionylamino]-hexanoic acid methyl ester 
• 918956-24-8 (S)-6-(5-dimethylaminonaphthalene-1-sulfonylamino)-2-(tert-butoxycarbonyl)amino hexanoic acid methyl ester 
• 508172-23-4 DOTA(tert-Bu)3-Boc-L-Lys-OMe 
• 1332525-44-6 tert-butyl (S)-1-(methoxycarbonyl)-5-(1-(2-morpholinopyrimidin-N-yl)amino)pentylcarbamate 
• 1224727-88-1 Boc-Lys(Boc-D-Orn(Boc))-OMe 

Relevant articles and documents

PCSK9 ANTAGONIST COMPOUNDS

Disclosed are compounds of Formula (A), or a pharmaceutically acceptable salt thereof: where A, X, R1, and R2 are as defined herein, which compounds have properties for antagonizing PCSK9. Also described are pharmaceutical formulations comprising the compounds of Formula (I) or their salts, and methods of treating cardiovascular disease and conditions related to PCSK9 activity, e.g. atherosclerosis, hypercholesterolemia, coronary heart disease, metabolic syndrome, acute coronary syndrome, or related cardiovascular disease and cardiometabolic conditions.

Preparation method of N2-(tert-butoxycarbonyl)-L-lysine methyl ester hydrochloride

The invention relates to the technical field of drug synthesis, in particular to a preparation method of N2-(tert-butoxycarbonyl)-L-lysine methyl ester hydrochloride, which comprises the following steps of in a buffer system of sodium carbonate and sodium bicarbonate solution, selectively dissociating N2 amino in lysine methyl ester hydrochloride to react with BOC anhydride, thereby obtaining the lysine methyl ester protected by N2 amino Boc. According to the preparation method of N2-(tert-butoxycarbonyl)-L-lysine methyl ester provided by the invention, by utilizing different ionization constants of two amino groups N2 and N6 of lysine, under a proper buffer system, N2 amino groups in lysine methyl ester hydrochloride are selectively dissociated to react with BOC anhydride, so that N2 amino BOC protected lysine methyl ester is obtained with high selectivity; the reaction route is greatly shortened, the reaction efficiency is improved, and a large amount of wastewater containing copper ions is prevented from being generated.

Photoredox-Catalyzed Site-Selective α-C(sp3)?H Alkylation of Primary Amine Derivatives

The synthetic utility of tertiary amines to oxidatively generate α-amino radicals is well established, however, primary amines remain challenging because of competitive side reactions. This report describes the site-selective α-functionalization of primary amine derivatives through the generation of α-amino radical intermediates. Employing visible-light photoredox catalysis, primary sulfonamides are coupled with electron-deficient alkenes to efficiently and mildly construct C?C bonds. Interestingly, a divergence between intermolecular hydrogen-atom transfer (HAT) catalysis and intramolecular [1,5] HAT was observed through precise manipulation of the protecting group. This dichotomy was leveraged to achieve excellent α/δ site-selectivity.