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CS-W001157 4
Total: USD 88.00

Tert-butyl furan-2-ylcarbamate

  • CAS No. 56267-47-1

  • Cat. No. CS-0116344
  • Molecule weight183.20
  • Purity≥97%
  • MDL No.MFCD02682023

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

Tert-butyl furan-2-ylcarbamate|CS-0116344

Structure of 56267-47-1

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General Information

  • CAS No. 56267-47-1
  • Cat. No. CS-0116344
  • Purity ≥97%
  • MDL No. MFCD02682023
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₃NO₃
  • Molecular Weight 183.20
  • Synonym(s) Tert-butyl n-(2-furyl)carbamate
  • SMILES O=C(OC(C)(C)C)NC1=CC=CO1

Description

Tert-butyl furan-2-ylcarbamate serves as a stable, bench-compatible protecting group for primary amines in furan-based scaffolds. This derivative features a bulky tert-butyl carbamate moiety that imparts enhanced resistance to hydrolysis and facilitates selective deprotection under mild acidic conditions. The furan ring provides a rigid, electron-rich platform ideal for downstream functionalization in synthetic organic chemistry and medicinal chemistry applications.

Application

Tert-butyl furan-2-ylcarbamate serves as a stable, bench-ready protecting group for primary amines in furan-based scaffolds. It facilitates straightforward deprotection under mild acidic conditions and exhibits excellent functional group tolerance, enabling efficient incorporation into complex heterocycles. Its robustness enhances synthetic workflow reliability in medicinal chemistry campaigns involving furan-containing building blocks.

Synthesis

  • Route1
    • In-stock
      2-Furoic acid|CS-W013662
      88-14-2
    • null|null
      75-65-0
    • ~94%
    • In-stock
      Tert-butyl furan-2-ylcarbamate|CS-0116344
      56267-47-1

    References

    • CELGENE CORPORATION; TRAVERSE, John, F.; FEIGELSON, Gregg, Brian; RUCHELMAN, Alexander, L.; LIU, Jihong; LIU, Hongfeng; MA, Chengjun; LIU, Danyang; ZHANG, Steven Patent: WO2014/18866 A1, 2014 ; Location in patent: Paragraph 00192; 00193 ;
  • Route2

    References

    • Tetrahedron, , vol. 65, # 33 p. 6720 - 6729
  • Route3
    • null|null
      527-69-5
    • null|null
      75-65-0
    • ~%
    • In-stock
      Tert-butyl furan-2-ylcarbamate|CS-0116344
      56267-47-1

    References

    • Helvetica Chimica Acta, , vol. 91, # 2 p. 187 - 208

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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