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CAS 88043-21-4

N-(tert-Butoxycarbonyl)-trans-4-(p-toluenesulfonyloxy)-L-proline Methyl Ester TCI B5247

N-(tert-Butoxycarbonyl)-trans-4-(p-toluenesulfonyloxy)-L-proline Methyl Ester TCI B5247

Chemical Identity

CAS No.
88043-21-4
PubChem
CID 13425772·SID 354334141
Formula
C18H25NO7S
Molecular weight
399.5 g/mol
Purity
>98.0%(HPLC)(N)
Reference databases
ECHA
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
1-O-tert-butyl 2-O-methyl (2S,4R)-4-(4-methylphenyl)sulfonyloxypyrrolidine-1,2-dicarboxylate
SMILES
CC1=CC=C(C=C1)S(=O)(=O)O[C@@H]2C[C@H](N(C2)C(=O)OC(C)(C)C)C(=O)OC
InChIKey
UKVKNGDXVREPDE-HIFRSBDPSA-N
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N-(tert-Butoxycarbonyl)-trans-4-(p-toluenesulfonyloxy)-L-proline Methyl Ester is a chemical compound widely used in peptide synthesis. This reagent plays a crucial role in the formation of peptide bonds, particularly in the coupling of amino acids through peptidization reactions. Its chemical structure includes both a tert-butoxycarbonyl (Boc) group and a p-toluenesulfonyloxy (Tos) group, which contribute to its stability and reactivity. This compound is essential for constructing complex peptide molecules with high precision, making it a key component in biochemical and pharmacological research.

The compound’s stability and reactivity make it a preferred choice in controlled chemical reactions. The presence of the Boc and Tos groups allows for selective protection and deprotection of amino acid residues, ensuring accurate synthesis of target peptides. These functional groups also enhance the compound’s compatibility with various synthetic methodologies, such as solid-phase peptide synthesis. Its controlled reactivity ensures minimal side reactions, which is vital for maintaining the integrity of the final peptide product.

In Indonesian laboratories, this compound is commonly used in research related to drug development, protein modification, and biochemical studies. It is particularly relevant for institutions focused on peptide and biomedical research, as well as for the growing pharmaceutical industry. Its application supports the development of novel therapeutic agents and the exploration of biological mechanisms at the molecular level.

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  • Peptide Synthesis: This compound is ideal for constructing complex peptides due to its controlled reactivity and functional groups that enable precise coupling reactions.
  • Drug Development: It supports the synthesis of bioactive peptides used in pharmaceutical research, aiding in the creation of novel therapeutic agents.
  • Protein Modification: The compound facilitates the modification of protein structures, which is essential for studying enzyme activity and molecular interactions.
  • Biochemical Research: Its use in biochemical studies allows for the investigation of molecular mechanisms and the behavior of peptide-based compounds.
  • Biomedical Studies: It plays a key role in biomedical research by enabling the synthesis of peptides for diagnostic and therapeutic applications.

Brand TCI
CAS number 88043-21-4
Molecular formula —
Purity —
Category Chemistry > Chemical Biology > Peptide Chemistry
Pack sizes Available in various quantities as per standard laboratory supply
Physical form Solid powder
Storage Store in a cool, dry place away from moisture and direct sunlight

This compound should be stored in a cool, dry environment to maintain its chemical stability. It is recommended to keep it in a sealed container to prevent exposure to moisture and air. Avoid direct sunlight and ensure the storage area is well-ventilated. When handling, use appropriate personal protective equipment such as gloves and safety goggles to minimize exposure. The compound is not flammable but should be handled with care to avoid contamination. It is suitable for storage in glass or polyethylene containers, ensuring long-term preservation of its properties. Always follow standard laboratory safety protocols when working with chemical reagents.

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