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Catalog Number:
00055
CAS Number:
13139-17-8
Nα-(Benzyloxycarbonyloxy)succinimide
Purity:
≥ 99% (HPLC)
Synonym(s):
Z-OSu, Benzyl N-succinimidyl carbonate
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Product Information

Na-(Benzyloxycarbonyloxy)succinimide is a versatile compound widely utilized in organic synthesis and pharmaceutical applications. This compound, also known as benzyl (2,5-dioxopyrrolidin-1-yl) carbonate, serves as an effective protecting group for amines and carboxylic acids, facilitating the selective modification of functional groups in complex molecules. Its unique structure allows for easy cleavage under mild conditions, making it an ideal choice for researchers looking to streamline synthetic pathways while maintaining high yields.

In the pharmaceutical industry, Na-(Benzyloxycarbonyloxy)succinimide plays a crucial role in the development of various drug candidates, particularly in the synthesis of peptide-based therapeutics. Its ability to enhance solubility and stability of intermediates is particularly advantageous in drug formulation processes. Additionally, this compound has been employed in the preparation of bioactive molecules, showcasing its relevance in medicinal chemistry. With its favorable properties and practical applications, Na-(Benzyloxycarbonyloxy)succinimide stands out as a valuable tool for chemists and researchers aiming to innovate in their respective fields.

Synonyms
Z-OSu, Benzyl N-succinimidyl carbonate
CAS Number
13139-17-8
Purity
≥ 99% (HPLC)
Molecular Formula
C12H11NO5
Molecular Weight
249.23
MDL Number
MFCD00005513
PubChem ID
83172
Melting Point
78 - 82 °C
Appearance
White to off-white crystalline powder
Conditions
Store at 0 - 8 °C
General Information
Synonyms
Z-OSu, Benzyl N-succinimidyl carbonate
CAS Number
13139-17-8
Purity
≥ 99% (HPLC)
Molecular Formula
C12H11NO5
Molecular Weight
249.23
MDL Number
MFCD00005513
PubChem ID
83172
Melting Point
78 - 82 °C
Appearance
White to off-white crystalline powder
Conditions
Store at 0 - 8 °C
Properties
Additional property information coming soon!
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Safety and Regulations
Hazmat
No
Antibiotic
No
DEA-regulated
No
Warnings
-
Applications

Na-(Benzyloxycarbonyloxy)succinimide is widely utilized in research focused on:

  • Peptide Synthesis: This compound serves as a protecting group for amino acids during peptide synthesis, allowing for selective reactions without unwanted side products.
  • Drug Development: It is used in the formulation of pharmaceuticals, particularly in the design of prodrugs that enhance bioavailability and therapeutic efficacy.
  • Bioconjugation: The compound facilitates the attachment of biomolecules, such as proteins and nucleic acids, to various surfaces or carriers, improving drug delivery systems.
  • Organic Synthesis: It plays a crucial role in the synthesis of complex organic molecules, providing a versatile tool for chemists in creating new compounds.
  • Research in Material Science: This chemical is applied in developing functional materials, such as polymers and coatings, that require specific chemical properties for industrial applications.

Citations