54613-99-9

Basic information

• Product Name: N-Boc-N'-(2-chlorobenzyloxycarbonyl)-L-lysine
• Synonyms: BOC-N-EPSILON-(2-CHLORO-Z)-L-LYSINE;BOC-LYS(2-CHLORO-Z)-OH;BOC-LYSINE(2-CHLORO-Z)-OH;BOC-LYS(CL-Z)-OH;BOC-LYS(CL-Z);BOC-LYS(2-CL-CBZ)-OH;BOC-LYS(2-CLZ);BOC-LYS(2-CL-Z)-OH
• CAS NO: 54613-99-9
• Molecular Formula: C₁₉H₂₇ClN₂O₆
• Molecular Weight: 414.88
• Product Categories: AMINOACIDS DERIVATIVES;Amino Acids;Lysine [Lys, K];Boc-Amino Acids and Derivative;Boc-Amino acid series
• Mol File: 54613-99-9.mol
• Article Data: 6

Chemical Properties

• Melting Point: 70-73 °C
• Boiling Point: 608.3 °C at 760 mmHg
• Flash Point: 321.7 °C
• Appearance: White to off-white/Powder
• Density: 1.236 g/cm³
• Vapor Pressure: 1.19E-15mmHg at 25°C
• Refractive Index: 1.531
• Storage Temp.: 2-8°C
• PKA: 3.99±0.21(Predicted)
• CAS DataBase Reference: N-Boc-N'-(2-chlorobenzyloxycarbonyl)-L-lysine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Boc-N'-(2-chlorobenzyloxycarbonyl)-L-lysine(54613-99-9)
• EPA Substance Registry System: N-Boc-N'-(2-chlorobenzyloxycarbonyl)-L-lysine(54613-99-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25
• WGK Germany: 3
• Hazardous Substances Data: 54613-99-9(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Uses

The 2-Cl-Z protection is about 50 times more stable than the Z-group

InChI:InChI=1/C19H27ClN2O6/c1-19(2,3)28-18(26)22-15(16(23)24)10-6-7-11-21-17(25)27-12-13-8-4-5-9-14(13)20/h4-5,8-9,15H,6-7,10-12H2,1-3H3,(H,21,25)(H,22,26)(H,23,24)/t15-/m0/s1

Upstream product

• 39545-31-8 2-chlorobenzyl chloroformate 
• 17849-38-6 2-Chlorobenzyl alcohol 
• 1070-19-5 N-(tert-butyloxycarbonyl) azide 
• 42390-97-6 N^ε-(2-Chlorophenylmethoxycarbonyl)-(S)-lysine 

Downstream Products

• 73977-22-7 N^α-t-butyloxycarbonyl-N-2-chlorobenzyloxycarbonyl-L-lysine dicyclohexylammonium salt 
• 66438-39-9 N^α-Boc-N^ε-(2-Cl-Cbz)-L-lysine N-hydroxysuccinimide ester 
• 210533-60-1 (S)-3-(<(tert-butoxy)carbonyl>amino)-7-(<(2-chlorobenzyloxy)carbonyl>amino)-1-diazoheptan-2-one 
• 229023-88-5 tert-butyloxycarbonyl-Lys(2-chlorobenzyloxycarbonyl)-Pro-O-(N-benzylhydryl-glycolamide ester) 
• 78841-25-5 N-t-butyloxycarbonyl-Nε-(2-chlorobenzyloxycarbonyl)lysine pentafluorophenyl ester 
• 76381-81-2 NT_6-13 
• 191939-79-4 (S)-2-Amino-6-(2-chloro-benzyloxycarbonylamino)-hexanoic acid methyl ester 
• 341519-04-8 Cpa-cyclo(DCys-Pal-DTrp-NMeLys-Thr-Cys)-Nal-NH2 

Relevant articles and documents

Fatty acid analogs and prodrugs

Novel derivatives of fatty acid analogs that have from one to three heteroatoms in the fatty acid moiety which can be oxygen, sulfur or nitrogen, are disclosed in which the carboxy-terminus has been modified to form various amides, esters, ketones, alcohols, alcohol esters and nitrites thereof. These compounds are useful as substrates for N-myristoyltransferase (NMT) and/or its acyl coenzyme, and as anti-viral and anti-fungal agents or pro-drugs of such agents. Illustrative of the disclosed compounds are fatty acid amino acid analogs of the structure STR1 in which x is the ethyl or t-butyl ester of an amino acid such as Gly, L-Ala, L-Ile, L-Phe, L-Trp, L-Thr or an amide such as NHCH2 C6 H5 or NH(CH2)2 C6 H5.

Stable polypeptides having c-AMP production enhancing activity and the use thereof

Disclosed are (1) a polypeptide represented by formula (I), or a pharmaceutically acceptable amide, ester or salt thereof: wherein X is hydrogen atom; or a lower alkyl group which may be substituted with a member selected from the group consisting of hydroxy group, substituted or unsubstituted amino group, carboxyl group, carbamoyl group, and substituted or unsubstituted aromatic group; and Y is one of amino acids or peptides consisting of 1 to 16 amino acid residues counted from the N-terminal side of Leu-Ala-Ala-Val-Leu-Gly-Lys-Arg-Tyr-Lys-Gln-Arg-Val-Lys-Asn-Lys SEQ ID NO: 20, and (2) a pharmaceutical composition comprising a polypeptide represented by formula (I), or a pharmaceutically acceptable amide, ester or salt thereof, which has remarkable c-AMP activity and is useful as a nerve activating agent.

New Side-Chain Protecting Groups for Lysine and Tyrosine Suitable for Solid-Phase Peptide Synthesis

The syntheses of two new lysine and tyrosine derivatives, Boc-Lys(2-ClZ) and Boc-Tyr(2-BrBzl) have been described.Their use in the solid-phase peptide synthesis of the decapeptide Glu-Arg(NO2)-Gly-Phe-Phe-Tyr-Thr-Pro-Lys-Thr (I) corresponding to the seque