2418-95-3

Basic information

• Product Name: Ne-Boc-L-lysine
• Synonyms: epsilon-tert-butyloxycarbonyl-lysine;L-LYSINE(BOC);LYSINE(BOC)-OH;LYS(BOC);H-LYS(BOC)-OH;H-L-LYS(BOC)-OH;N-ALPHA-T-BOC-L-LYS;N-EPSILON-(TERT-BUTOXYCARBONYL)-L-LYSINE
• CAS NO: 2418-95-3
• Molecular Formula: C₁₁H₂₂N₂O₄
• Molecular Weight: 246.3
• Product Categories: Amino Acids;Lysine [Lys, K];Amino Acids and Derivatives;Amino Acids (N-Protected);Biochemistry;Boc-Amino Acids;Boc-Amino acid series
• Mol File: 2418-95-3.mol

Chemical Properties

• Melting Point: 250 °C (dec.)(lit.)
• Boiling Point: 389.3°C (rough estimate)
• Flash Point: 203.5 °C
• Appearance: white crystalline powder
• Density: 1.1313 (rough estimate)
• Refractive Index: 18 ° (C=1, AcOH)
• Storage Temp.: 2-8°C
• PKA: 2.53±0.24(Predicted)
• Water Solubility: Slightly soluble in water.
• BRN: 2417626
• CAS DataBase Reference: Ne-Boc-L-lysine(CAS DataBase Reference)
• NIST Chemistry Reference: Ne-Boc-L-lysine(2418-95-3)
• EPA Substance Registry System: Ne-Boc-L-lysine(2418-95-3)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 2418-95-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Ne-Boc-L-lysine is used as an intermediate in the synthesis of various pharmaceutical compounds for the development of new drugs. Its chemical properties allow for the creation of novel drug candidates with potential therapeutic applications.
Used in Biochemical Research:
In the field of biochemical research, Ne-Boc-L-lysine serves as a valuable reagent for studying protein structure and function. Its unique properties enable researchers to investigate the interactions between proteins and other biomolecules, contributing to a better understanding of biological processes.
Used in Chemical Synthesis:
Ne-Boc-L-lysine is utilized as a building block in the synthesis of complex organic molecules, including peptides and other bioactive compounds. Its versatility as a synthetic intermediate makes it a valuable tool in the development of new chemical entities with potential applications in various industries.
Used in Cosmetics Industry:
In the cosmetics industry, Ne-Boc-L-lysine is used as an ingredient in the formulation of skincare and hair care products. Its properties may contribute to improved skin hydration, hair strength, and overall product performance.
Used in Food Industry:
Ne-Boc-L-lysine may also find applications in the food industry, where it can be used as an additive to enhance the nutritional value of certain products or as a component in the development of novel food ingredients with specific functional properties.

InChI:InChI=1/C11H22N2O4/c1-11(2,3)17-10(16)8(13)6-4-5-7(12)9(14)15/h7-8H,4-6,12-13H2,1-3H3,(H,14,15)/t7-,8?/m0/s1

Upstream product

• 56-87-1 L-lysine 
• 34619-03-9 tert-butyldicarbonate 
• 71989-26-9 Fmoc-Lys(tert-butoxycarbonyl) 

Downstream Products

• 27097-41-2 N-ε-tert-butyloxycarbonyl-L-lysine N-carboxyanhydride 
• 2389-60-8 Z-Lys(Boc)-OH 
• 136185-23-4 (S)-2-((S)-2-Benzyloxycarbonylamino-3-tert-butoxycarbonyl-propionylamino)-6-tert-butoxycarbonylamino-hexanoic acid 
• 109794-81-2 Z-L-Glu(OtBu)-L-Lys(Boc)-OH 
• 86060-98-2 Fmoc-L-Lys(Boc)-OPfp 
• 75141-52-5 Z-Arg(δ,ω-Z2)-Lys(BOC)-OH 
• 138296-23-8 N^α-<2,2-bis(4'-nitrophenyl)ethoxycarbonyl>-N^ε-(tert-butyloxycarbonyl)-lysine 
• 85382-01-0 Z-L-Ser(tBu)-L-Lys(Boc)OH 
• 85313-52-6 Nε-Boc-Nα-t-Bumeoc-L-Lys-OH 
• 80220-23-1 Z-Ile-Arg(Mds)-Pro-Lys(Boc)-OH 
• 3236-13-3 Z-Ser-Lys(Boc)-OH 
• 3105-95-1 pipecolinic acid 
• 95049-85-7 Z-L-Leu-L-Lys(Boc)-OH*dicyclohexylamine 
• 16948-09-7 Nα-(4-methylbenzenesulfonyl)-Nε-tert-butoxycarbonyl-L-lysine 

Relevant articles and documents

Thermal cleavage of the Fmoc protection group

The Fmoc protection group is among the most commonly used protection groups for the amino function. A fast method for the thermal deavage of this protection group under base-free conditions without the need for dibenzofulvene scavengers is presented. The advantages of this method include straightforward testability by means of a simple high-temperature NMR experiment, usually high yields, and good selectivity towards the BOC protection group and t-butyl ethers.

PROCESS FOR THE PREPARATION OF ε-ALKOXYCARBONYLLYSINES AND THEIR ANALOGUES

A process for the preparation of ω-alkoxycarbonylamino-α-aminoacids and α,ω orthogonally diprotected diaminoacids from α,ω-diaminoacids using 1- alkoxycarbonylbenzotriazoles as protecting agents is disclosed. In an alternative embodiment, carbamoylating agents in the presence of benzotriazoles are used instead of 1-alkoxycarbonylbenzotriazoles. This reaction is preferably applied to the preparation of ε- alkoxycarbonyllysines from lysine. A process for the preparation of t-butoxycarbonylbenzotriazoles and novel complexes of ω-alkoxycarbonylamino-α-aminoacids with benzotriazoles are also disclosed.

Dual linker with a reference cleavage site for information rich analysis of polymer-supported transformations

Two dual linker systems with specific reference cleavage sites were designed and synthesized to accelerate and simplify development and optimization of reaction conditions for solid-phase synthesis. The dual linker allows simple evaluation of cleavage rate of polymer-supported compounds from the linker and, at the same time, ensures that all resin-bound components are cleaved from the solid support. The dual linker 4 was assembled from two Wang linkers connected by a three carbon spacer. The linker 9 was synthesized using the PAL and HMPB linkers.