186698-61-3

Basic information

• Product Name: BOC-D-ARG(PBF)-OH
• Synonyms: N-ALPHA-(T-BUTYLOXYCARBONYL)-N'-2,2,4,6,7-PENTAMETHYLDIHYDROBENZOFURAN-5-SULFONYL-D-ARGININE;N-ALPHA-(TERT-BUTYLOXYCARBONYL)-N'-2,2,4,6,7-PENTAMETHYLDIHYDROBENZOFURAN-5-SULFONYL-D-ARGININE;BOC-D-ARGININE(PBF)-OH;BOC-D-ARG(PBF)-OH;BOC-N-OMEGA-(2,2,4,6,7-PENTAMETHYLDIHYDROBENZOFURAN-5-SULFONYL)-D-ARGININE;BOC-D-Arg(pbf);Boc-N-oMega-(2,2,4,6,7-pentaMethyldihydrobenzofuran-5-sufonyl)-D-arginine;N^a-Boc-N^w-(2,2,4,6,7-pentaMethyl-2,3-dihydrobenzo[b]furan-5-ylsulfonyl)-D-arginine, 95%
• CAS NO: 186698-61-3
• Molecular Formula: C24H38N4O7S
• Molecular Weight: 526.65
• Mol File: 186698-61-3.mol

Chemical Properties

• Appearance: /Solid
• Density: 1.31±0.1 g/cm3(Predicted)
• Storage Temp.: -15°C
• PKA: 3.94±0.21(Predicted)
• CAS DataBase Reference: BOC-D-ARG(PBF)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-D-ARG(PBF)-OH(186698-61-3)
• EPA Substance Registry System: BOC-D-ARG(PBF)-OH(186698-61-3)

Safety Data

• Hazardous Substances Data: 186698-61-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
BOC-D-ARG(PBF)-OH is used as a building block in the synthesis of complex peptides for various pharmaceutical applications. Its protected structure ensures the controlled addition of amino acids during the peptide assembly process, leading to the production of peptides with specific biological activities and therapeutic potentials.
Used in Biological Research:
In the field of biological research, BOC-D-ARG(PBF)-OH serves as a crucial component in the development of peptides with specific functions. Its use in solid-phase peptide synthesis enables the creation of peptides that can be employed as research tools, probes, or targets for studying various biological processes and mechanisms.
Used in Peptide Drug Development:
BOC-D-ARG(PBF)-OH is utilized as a key ingredient in the production of peptide-based drugs. Its role in the synthesis of complex peptides allows for the development of therapeutic agents with targeted actions, improved stability, and enhanced bioavailability, contributing to the advancement of peptide-based therapeutics.
Used in Diagnostics and Imaging:
BOC-D-ARG(PBF)-OH is employed in the synthesis of peptide-based diagnostic agents and imaging probes. Its incorporation into peptides with specific binding properties enables the development of diagnostic tools for detecting and monitoring various diseases and conditions, as well as imaging agents for visualizing biological processes in vivo.

Upstream product

• 35897-34-8 N^α-t-butoxycarbonyl-arginine hydrochloride 
• 154445-78-0 2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl chloride 

Downstream Products

• 909786-44-3 (S)-N¹-((S)-1,5-diamino-1-imino-6,15-dioxo-2,7,12,16-tetraazahenicosan-21-yl)-2-(2-(2,4-dihydroxyphenyl)acetamido)-succinamide tris(2,2,2-trifluoroacetate) 
• 1538609-34-5 C₄₁H₅₀F₃N₇O₈S₂ 
• 1221593-77-6 1-[5(S)-(N'-Pbf-guanidino)-2-(2,4,6-triisopropyl-benzenesulfonylamino)-pentanoyl]-piperidine-4-carboxylic acid ethyl ester 
• 1276121-40-4 (S)-ethyl 1-(5-guanidino-2-(2,4,6-triisopropylphenylsulfonamido)pentanoyl)piperidine-4-carboxylate hydrochloride 

Relevant articles and documents

Triazole groups as biomimetic amide groups in peptides can trigger racemization

Amino acids are key building blocks for the synthesis of chiral organic materials. In this context, α-azido amino acids are interesting starting materials which allow the construction of functionalized, amino-acid based compounds by copper-catalyzed alkyn

Synthetic method for N-t-butyloxycarboryl-N'-(pentamethyldihydrobenzofuran-5-sulfonyl)-L-arginine

The invention relates to a synthetic method for N-t-butyloxycarboryl-N'-(pentamethyldihydrobenzofuran-5-sulfonyl)-L-arginine, mainly solving the technical problem of lack of synthetic methods for theN-t-butyloxycarboryl-N'-(pentamethyldihydrobenzofuran-5-sulfonyl)-L-arginine. The synthetic method includes the following steps of dropwise adding an acetone solution of 2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl chloride into a water solution of N-t-butyloxycarboryl-L-arginine monohydrochloride monohydrate and sodium hydroxide under ice water bath, performing substitution reaction at a lowtemperature, adjusting the pH to 2 by hydrochloric acid liquor, performing extraction by ethyl acetate, performing washing and concentration, and crystalizing a crude product to obtain a target product 1. The N-t-butyloxycarboryl-N'-(pentamethyldihydrobenzofuran-5-sulfonyl)-L-arginine serving as a non-natural amino acid derivative is mainly applied to synthesis of polypeptide.