BSMOC-Cl: Advanced Protecting Group for Peptide Synthesis and its Industrial Applications
Explore the advantages of BSMOC-Cl in peptide synthesis and its impact on industrial chemical manufacturing.
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1,1-Dioxobenzo[b]thiophen-2-ylmethyl chloroformate
1,1-Dioxobenzo[b]thiophen-2-ylmethyl chloroformate (BSMOC-Cl) is a specialized chloroformate derivative featuring a benzo[b]thiophene sulfone moiety. Its primary utility lies in peptide synthesis as a base-labile protecting group for amines, offering significant advantages in terms of cleavage kinetics and byproduct profiles compared to more traditional protecting groups.
- Discover the key advantages of BSMOC-Cl over Fmoc in peptide synthesis, including faster deprotection under mild basic conditions.
- Understand the mechanism of action for BSMOC-Cl and how its unique structure influences its reactivity in organic synthesis.
- Learn about the industrial applications of chloroformates like BSMOC-Cl in the production of specialty chemicals and pharmaceuticals.
- Explore the green chemistry aspects of peptide synthesis, highlighting how BSMOC-Cl contributes to more sustainable chemical processes.
Key Advantages and Features
Enhanced Deprotection Kinetics
BSMOC-Cl's electron-withdrawing sulfone group accelerates cleavage under mild basic conditions, making peptide synthesis faster and more efficient.
Clean Byproduct Profile
Unlike Fmoc, BSMOC-Cl cleavage generates non-fluorescent byproducts, simplifying purification and improving the overall quality of synthesized peptides.
Versatile Synthetic Utility
The compound's unique steric and electronic properties make it a valuable tool for various organic synthesis applications and biomolecule modification.
Key Applications
Peptide Synthesis
BSMOC-Cl serves as a critical reagent in peptide synthesis, enabling the precise protection and deprotection of amino acids.
Protecting Group Chemistry
Its role in protecting group chemistry is vital for controlled synthesis of complex organic molecules.
Biomolecule Modification
Used in biomolecule modification for research and therapeutic development, aiding in the study of protein structure and function.
Specialty Chemical Production
Contributes to the production of specialty chemicals, leveraging its reactivity and functional group compatibility.