14611-34-8

Basic information

• Product Name: Z-ARG(Z)2-OH
• Synonyms: N-ALPHA,N-OMEGA,N-OMEGA'-TRIS-Z-L-ARGININE;N-ALPHA,N-OMEGA1,N-OMEGA2-TRI CARBOBENZOXY-L-ARGININE;N-ALPHA ,N-OMEGA1,N-OMEGA2-TRI CARBOBENZOXY-L-ARGININE SODIUM SALT;N-ALPHA,NG,NG-TRI-CBZ-L-ARGININE;N-ALPHA,N-DELTA,N-OMEGA-TRIBENZYLOXYCARBONYL-L-ARGININE;N-ALPHA,N-DELTA,N-OMEGA-TRI-Z-L-ARGININE;Z-L-ARG(Z2)-OH;Z-ARG(DI-Z)-OH
• CAS NO: 14611-34-8
• Molecular Formula: C₃₀H₃₂N₄O₈
• Molecular Weight: 576.6
• EINECS: 238-647-8
• Product Categories: Z-Amino Acids and Derivatives;Amino Acids;Amino Acids (N-Protected);Biochemistry;Cbz-Amino Acids;Z-Amino acid series
• Mol File: 14611-34-8.mol
• Article Data: 4

Chemical Properties

• Melting Point: 137-140°C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /Solid
• Density: 1.27 g/cm3
• Refractive Index: 1.595
• Storage Temp.: -15°C
• Solubility: almost transparency in hot Methanol
• PKA: 3.94±0.21(Predicted)
• CAS DataBase Reference: Z-ARG(Z)2-OH(CAS DataBase Reference)
• NIST Chemistry Reference: Z-ARG(Z)2-OH(14611-34-8)
• EPA Substance Registry System: Z-ARG(Z)2-OH(14611-34-8)

Safety Data

• Hazardous Substances Data: 14611-34-8(Hazardous Substances Data)

Usage

Description

Z-ARG(Z)2-OH, also known as Tris(carbobenzoxy)-L-arginine, is a protected L-arginine derivative that is primarily used in the preparation of synthetic peptides and amides, such as argiopine. It is a white to off-white powder in its chemical form.

Uses

Used in Pharmaceutical Industry:
Z-ARG(Z)2-OH is used as a building block for the synthesis of various peptides and amides, including argiopine, which has potential applications in the development of new drugs and therapies.
Used in Research and Development:
In the field of research and development, Z-ARG(Z)2-OH serves as a valuable compound for studying the properties and interactions of peptides and amides, contributing to the advancement of scientific knowledge in biochemistry and molecular biology.
Used in Chemical Synthesis:
Z-ARG(Z)2-OH is utilized as a protected L-arginine derivative in chemical synthesis processes, allowing for the creation of a wide range of peptide-based compounds with specific functions and properties.

InChI:InChI=1/C30H32N4O8/c31-27(33-29(38)41-20-23-13-6-2-7-14-23)34(30(39)42-21-24-15-8-3-9-16-24)18-10-17-25(26(35)36)32-28(37)40-19-22-11-4-1-5-12-22/h1-9,11-16,25H,10,17-21H2,(H,32,37)(H,35,36)(H2,31,33,38)/t25-/m0/s1

Upstream product

• 74-79-3 L-arginine 
• 13795-28-3 benzylpentachlorophenyl carbonate 
• 501-53-1 benzyl chloroformate 
• 1234-35-1 Z-Arg-OH 

Downstream Products

• 79220-26-1 N-(N^α,N^δ,N^ω-tris-benzyloxycarbonyl-L-arginyl)-L-alanine benzyl ester 
• 79220-31-8 N-(N^α,N^δ,N^ω-tris-benzyloxycarbonyl-L-arginyl)-L-glutamic acid dibenzyl ester 
• 910890-63-0 N^α.N^ω.N^ω-Tris-benzyloxycarbonyl-L-arginin-p-nitrobenzylester 
• 89760-63-4 (S)-1,3-di(benzyloxycarbonyl)-1-(4-benzoyloxycarbonylamino-6-diazo-5-oxohexyl)guanidine 
• 34367-76-5 Arg-Gly-NH2 
• 468719-72-4 5-amino-4'-[Nα,NG,NG'-(tricarbobenzyloxy)-L-argininamido]-7-methyl-6,8,3'-trifluoro-4H-1-benzopyran-4-one 
• 1101849-73-3 C₆₈H₇₀N₁₀O₁₅ 
• 78314-59-7 Z₃Arg-Pro-Lys(Z)-Pro-OMe 
• 78314-62-2 Z₃-Arg-Pro-Lys(Z)-Pro-OH 
• 78314-60-0 Z₃-Arg-Pro-OMe 
• 78314-61-1 tris(benzyloxycarbonyl)-L-arginyl-L-proline 
• 151012-07-6 N^α,N^δ,N^ω-tris(benzyloxycarbonyl)-L-arginyl-N-methyl-L-norleucyl-L-aspartic acid β-cyclohexyl-α-tert-butyl ester 
• 151012-08-7 N^α,N^δ,N^ω-tris(benzyloxycarbonyl)-L-arginyl-N-methyl-L-norleucyl-L-aspartic acid β-cyclohexyl ester 
• 151012-05-4 tris(benzyloxycarbonyl)-L-arginyl-N-methylnorleucine tert-butyl ester 

Relevant articles and documents

The total large-scale synthesis of argiopine

The total large-scale synthesis of a natural toxin argiopine, a polymethylenepolyamine derivative, was developed. It consisted of 26 stages and included three key block schemes. Most of the stages proceeded quantitatively, which excluded the necessity of using the chromatographic separation of intermediates.

A One-Pot N-Protection of L-Arginine.

A facile, one-pot synthesis of Nα-t-Butyloxycarbonyl,Nδ,Nω-di-benzyloxycarbonyl-L-Arginine (3a) and Nα,Nδ,Nω-tri-benzyloxycarbonyl-L-Arginine (3b) is reported.Nα-t-Butyloxycarbonyl-L-Arginine (1b) is treated with trimethylsilylchloride and the tri-silylated intermediate 2c is subsequently allowed to react with benzyloxycarbonyl chloroformate to give 3a in 50percent overall yield.Starting from 1a or 1c, 3b was prepared according to the same procedure in 72percent and 60-85percent yield, respectively.