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CS-W001157 4
Total: USD 88.00

tert-Butyl furan-3-ylcarbamate

  • CAS No. 56267-48-2

  • Cat. No. CS-W009061
  • Purity≥96%
  • MDL No.MFCD09839085

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

tert-Butyl furan-3-ylcarbamate|CS-W009061

Structure of 56267-48-2

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General Information

  • CAS No. 56267-48-2
  • Cat. No. CS-W009061
  • Purity ≥96%
  • MDL No. MFCD09839085
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₃NO₃
  • Molecular Weight 183.20
  • Synonym(s) carbamic acid, N-3-furanyl-, 1,1-dimethylethyl ester
  • SMILES O=C(OC(C)(C)C)NC1=COC=C1

Description

tert-Butyl furan-3-ylcarbamate delivers a stable, moisture-tolerant carbamate handle for late-stage functionalization in synthetic organic chemistry. This bench-stable derivative features a furan ring flanked by electron-rich positions, enabling selective transformations under mild conditions. The tert-butyl group ensures robust protection during reaction sequences, simplifying purification and enhancing compatibility with diverse coupling protocols.

Application

tert-Butyl furan-3-ylcarbamate serves as a stable, bench-friendly protecting group for primary amines in furan-based scaffolds. It enables selective functionalization at the 3-position of the furan ring while maintaining compatibility with common coupling and reduction conditions. The carbamate group facilitates straightforward deprotection under mild acidic conditions, preserving the integrity of sensitive heterocyclic systems. This compound functions effectively in synthetic sequences requiring orthogonal protection strategies in medicinal chemistry and API intermediate development.

Synthesis

  • Route1
    • In-stock
      3-Furanoic acid|CS-D0170
      488-93-7
    • null|null
      75-65-0
    • ~77%
    • In-stock
      tert-Butyl furan-3-ylcarbamate|CS-W009061
      56267-48-2

    References

    • BIOCRYST PHARMACEUTICALS, INC.; BABU, Yarlagadda, S.; CHAND, Pooran; KOTIAN, Pravin, L.; KUMAR, V., Satish Patent: WO2010/14930 A2, 2010 ; Location in patent: Page/Page column 39 ; WO 2010/014930 A2
  • Route2
    • null|null
      22037-28-1
    • In-stock
      tert-Butyl carbamate|CS-D1170
      4248-19-5
    • ~95%
    • In-stock
      tert-Butyl furan-3-ylcarbamate|CS-W009061
      56267-48-2

    References

    • Crawford, Kenneth R; Padwa, Albert Tetrahedron Letters, 2002 , vol. 43, # 41 p. 7365 - 7368

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   51.47
  • LogP   2.6266
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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