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tert-Butyl (2-(pyridin-2-yldisulfanyl)ethyl)carbamate

  • CAS No. 535943-48-7

  • Cat. No. CS-0618407
  • Purity≥96%
  • MDL No.MFCD24469377

*For research and further manufacturing use only, not for direct human use.

tert-Butyl (2-(pyridin-2-yldisulfanyl)ethyl)carbamate|CS-0618407

Structure of 535943-48-7

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General Information

  • CAS No. 535943-48-7
  • Cat. No. CS-0618407
  • Purity ≥96%
  • MDL No. MFCD24469377
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₈N₂O₂S₂
  • Molecular Weight 286.42
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)NCCSSC1=NC=CC=C1

Description

tert-Butyl (2-(pyridin-2-yldisulfanyl)ethyl)carbamate features a pyridin-2-yl disulfide handle paired with a bench-stable tert-butyl carbamate protecting group. This dual-functional moiety enables selective conjugation in bioconjugation workflows, integrating seamlessly into thiol-reactive labeling strategies. The electron-deficient pyridine ring enhances reactivity while maintaining stability under standard conditions.

Application

tert-Butyl (2-(pyridin-2-yldisulfanyl)ethyl)carbamate serves as a versatile bifunctional building block, enabling selective disulfide-mediated conjugation and pyridine-directed metal-catalyzed transformations. Its stable tert-butyl carbamate group facilitates protection of primary amines, while the pyridin-2-yldisulfanyl moiety provides a robust handle for orthogonal cleavage or redox-responsive release. The molecule exhibits excellent bench stability and compatibility with common synthetic protocols, supporting efficient incorporation into complex molecular architectures.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

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Computational Chemistry Data

  • TPSA   51.22
  • LogP   3.3466
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   5

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