80745-09-1

Basic information

• Product Name: Z-ARG(MTR)-OH CHA
• Synonyms: N-ALPHA-Z-N-OMEGA-(4-METHOXY-2,3,6-TRIMETHYLBENZENESULFONYL)-L-ARGININE CYCLOHEXYLAMINE SALT;N-ALPHA-BENZYLOXYCARBONYL-N(G)-4-METHOXY-2,3,6-TRIMETHYLBENZENESULFONYL-L-ARGININE CYCLOHEXYLAMINE SALT;N-ALPHA-CARBOBENZOXY-N-OMEGA-(4-METHOXY-2,3,6-TRIMETHYLBENZENESULFONYL)-L-ARGININE CYCLOHEXYLAMMONIUM SALT;N-ALPHA-CBZ-NG-4-METHOXY-2,3,6-TRIMETHYLBENZENESULFONYL-L-ARGININE CYCLOHEXYLAMMONIUM SALT;Z-NG-MTR-L-ARGININE CHA SALT;Z-N-OMEGA-(4-METHOXY-2,3,6-TRIMETHYLBENZENESULFONYL)-L-ARGININE CYCLOHEXYLAMMONIUM SALT;Z-ARGININE(MTR)-OH CHA;Z-ARG(MTR)-OH CHA
• CAS NO: 80745-09-1
• Molecular Formula: C₆H₁₃N*C₂₄H₃₂N₄O₇S
• Molecular Weight: 619.77
• Product Categories: Z-Amino Acids and Derivatives;Z-Amino acid series
• Mol File: 80745-09-1.mol
• Article Data: 1

Chemical Properties

• Melting Point: 196-199°C
• Boiling Point: 801.6 °C at 760 mmHg
• Flash Point: 438.6 °C
• Appearance: /
• Vapor Pressure: 4.07E-27mmHg at 25°C
• Storage Temp.: Store at RT.
• BRN: 5713370
• CAS DataBase Reference: Z-ARG(MTR)-OH CHA(CAS DataBase Reference)
• NIST Chemistry Reference: Z-ARG(MTR)-OH CHA(80745-09-1)
• EPA Substance Registry System: Z-ARG(MTR)-OH CHA(80745-09-1)

Safety Data

• WGK Germany: 3
• F: 10-21
• Hazardous Substances Data: 80745-09-1(Hazardous Substances Data)

Usage

General Description

Z-ARG(MTR)-OH CHA is a chemical compound consisting of N-(Z-arginine)-N-(m-trifluoromethyl-dinitrobenzoyl)-O-methyl ester, commonly known as Z-ARG(MTR)-OH CHA. Z-ARG(MTR)-OH CHA is typically used in chemical synthesis as a protecting group for the amino acid arginine. The Z- and MTR- groups serve to protect the guanidine and carboxyl groups of arginine, respectively, during chemical reactions. The CHA moiety refers to the use of this compound in the synthesis of cyclic hexapeptides. Overall, Z-ARG(MTR)-OH CHA plays a critical role in facilitating the synthesis of complex peptides and proteins in the field of organic chemistry.

InChI:InChI=1/C24H32N4O7S.C6H13N/c1-15-13-20(34-4)16(2)17(3)21(15)36(32,33)28-23(25)26-12-8-11-19(22(29)30)27-24(31)35-14-18-9-6-5-7-10-18;7-6-4-2-1-3-5-6/h5-7,9-10,13,19H,8,11-12,14H2,1-4H3,(H,27,31)(H,29,30)(H3,25,26,28);6H,1-5,7H2/t19-;/m0./s1

Upstream product

• 20469-61-8 2,3,5-trimethylanisole 
• 697-82-5 2,3,5-trimethylphenol 
• 1234-35-1 Z-Arg-OH 
• 108-91-8 cyclohexylamine 
• 80745-07-9 4-methoxy-2,3,6-trimethylbenzenesulfonyl chloride 

Downstream Products

• 1204332-50-2 C₅₅H₆₉N₉O₁₄S 
• 1204332-55-7 C₅₅H₆₉N₉O₁₄S 
• 1204332-49-9 C₄₉H₆₅N₉O₁₄S 
• 1204332-54-6 C₄₉H₆₅N₉O₁₄S 
• 1204332-51-3 C₄₀H₅₇N₉O₁₂S 
• 1204332-56-8 C₄₀H₅₇N₉O₁₂S 
• 1204332-52-4 C₄₀H₅₅N₉O₁₁S 
• 1204332-57-9 C₄₀H₅₅N₉O₁₁S 
• 1204332-48-8 C₃₈H₅₄N₈O₁₁S 
• 1204332-53-5 C₃₈H₅₄N₈O₁₁S 
• 1204332-46-6 C₂₆H₃₅N₉O₈ 
• 1204332-47-7 cyclo(DKP-2-RGD) 
• 934612-54-1 H₂N-L-Arg(Mtr)-Gly-OMe 
• 934612-57-4 Cbz-Arg(Mtr)-Gly-OMe 

Relevant articles and documents

Further Studies on the Use of Multi-substituted Benzenesulfonyl Groups for Protection of the Guanidino Function of Arginine

Various multi-substituted benzenesulfonyl protecting groups for the guanidino function of arginine, removable under mild conditions such as with trifluoroacetic acid (TFA)-thioanisole, were studied.Among them, the 4-methoxy-2,6-dimethylbenzenesulfonyl (Mds) group, the 2,3,4,5,6-pentamethylbenzenesulfonyl (Pme) group, and the 4-methoxy-2,3,6-trimethylbenzenesulfonyl (Mtr) group were found to be useful.Both Mds and Pme show considerable resistance to TFA and, therefore, are suitable for procedures in which the intermediates are deprotected by TFA treatment, while Mtr is the most useful protecting group when TFA treatment is not necessary.Keywords---4-methoxy-2,6-dimethylbenzenesulfonyl (Mds); 2,4,6-trimethoxybenzenesulfonyl (Mtb); 2,3,4,5,6-pentamethylbenzenesulfonyl (Pme); 4-methoxy-2,3,6-trimethylbenzenesulfonyl (Mtr); trifluoroacetic acid-thioanisole deprotection