61315-61-5

Basic information

• Product Name: BOC-D-Arg(Tos)-OH
• Synonyms: NALPHA-tert-Butoxycarbonyl-NOMEGA-(4-toluenesulfonyl)-D-arginine;Boc-D-Arg(Tos)-OH ,98.5%(HPLC);Boc-D-Arg(Tos)-OH N-α-Boc-N-ω-tosyl-D-arginine;N^a-Boc-N^w-(p-toluenesulfonyl)-D-arginine, 98%;Nα-Boc-Nω-4-toluenesulfonyl-D-arginine≥ 98% (HPLC);BOC-NG-TOSYL-D-ARGININE;BOC-N-OMEGA-4-TOLUENESULFONYL-D-ARGININE;BOC-D-ARG(TOS)
• CAS NO: 61315-61-5
• Molecular Formula: C₁₈H₂₈N₄O₆S
• Molecular Weight: 428.5
• Product Categories: Amino Acids;Arginine [Arg, R];Boc-Amino Acids and Derivative;Boc-Amino acid series
• Mol File: 61315-61-5.mol

Chemical Properties

• Melting Point: 90-100°C
• Appearance: /
• Density: 1.31g/cm3
• Refractive Index: 1.575
• Storage Temp.: -15°C
• PKA: 3.95±0.21(Predicted)
• BRN: 4726241
• CAS DataBase Reference: BOC-D-Arg(Tos)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-D-Arg(Tos)-OH(61315-61-5)
• EPA Substance Registry System: BOC-D-Arg(Tos)-OH(61315-61-5)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• F: 10-21
• HazardClass: IRRITANT
• Hazardous Substances Data: 61315-61-5(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
BOC-D-Arg(Tos)-OH is used as a key intermediate in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals. Its unique structure allows for selective reactions and modifications, facilitating the development of novel molecules with desired properties.
Used in Peptide Chemistry:
In the field of peptide chemistry, BOC-D-Arg(Tos)-OH serves as a crucial building block for the synthesis of peptide-based drugs, therapeutic agents, and diagnostic tools. The BOC protecting group can be selectively removed under mild conditions, enabling the stepwise assembly of complex peptide sequences. The D-arginine residue, with its positively charged guanidinium group, can also impart specific biological activities and interactions with target molecules.
Used in Pharmaceutical Industry:
BOC-D-Arg(Tos)-OH is used as a precursor in the development of new drugs targeting various diseases and conditions. Its unique structure and functional groups can be exploited to design molecules with improved pharmacokinetics, selectivity, and potency. BOC-D-Arg(Tos)-OH can also be used to study the structure-activity relationships of arginine-containing bioactive molecules, aiding in the optimization of drug candidates.
Used in Research and Development:
BOC-D-Arg(Tos)-OH is employed as a valuable research tool in academic and industrial laboratories. It can be used to investigate the role of arginine in biological processes, such as enzyme catalysis, protein-protein interactions, and signal transduction pathways. BOC-D-Arg(Tos)-OH can also be utilized to develop new synthetic methodologies and strategies for the preparation of complex organic molecules and bioactive peptides.

InChI:InChI=1/C18H28N4O6S/c1-12-7-9-13(10-8-12)29(26,27)22-16(19)20-11-5-6-14(15(23)24)21-17(25)28-18(2,3)4/h7-10,14H,5-6,11H2,1-4H3,(H,21,25)(H,23,24)(H3,19,20,22)/t14-/m1/s1

Downstream Products

• 100304-71-0 Boc-D-Arg(Tos)-Phe-OMe 
• 120125-23-7 Boc-D-Arg(Tos)-Phe-N(CH₂CH=CH₂)2 
• 120125-17-9 Boc-D-Arg(Tos)-Phe-NHCH₂CH=CH₂ 
• 100304-73-2 Boc-D-Arg(Tos)-NH₂ 
• 141923-41-3 Ser-Phe-Leu-Leu-DArg-NH2 
• 205874-91-5 N¹-benzyloxycarbonyl-N⁸-(N^α-t-butoxycarbonyl-N^g-tosyl-D-arginyl)-1,8-octanediamine 
• 138228-38-3 Tyr-D-Arg-Phe-β-Ala-NH2 
• 176490-50-9 Bz-gGly-(Tos)DArg-Boc 

Relevant articles and documents

LHRH analogs

The present invention relates to novel ""pseudo"" nonapeptide and decapeptide derivatives of LHRH. More particularly the present invention relates to derivatives of LHRH wherein the nitrogen atom of at least one of the amide bonds has been alkylated.