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Total: USD 88.00

tert-Butyl N-(4-fluoro-3-nitrophenyl)carbamate

  • CAS No. 332370-72-6

  • Cat. No. CS-0208920
  • Purity≥97%
  • MDL No.MFCD08275099

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

tert-Butyl N-(4-fluoro-3-nitrophenyl)carbamate|CS-0208920

Structure of 332370-72-6

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General Information

  • CAS No. 332370-72-6
  • Cat. No. CS-0208920
  • Purity ≥97%
  • MDL No. MFCD08275099
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₃FN₂O₄
  • Molecular Weight 256.23
  • Synonym(s) Tert-butyl 4-fluoro-3-nitrophenylcarbamate
  • SMILES CC(C)(C)OC(=O)NC1=CC=C(C(=C1)[N+](=O)[O-])F

Description

tert-Butyl N-(4-fluoro-3-nitrophenyl)carbamate delivers a moisture-tolerant, bench-stable platform for constructing fluorinated nitroarenes. The carbamate group enables straightforward deprotection under mild acidic conditions, while the para-fluoro and meta-nitro substituents provide orthogonal reactivity for downstream functionalization in medicinal chemistry and agrochemical synthesis.

Application

tert-Butyl N-(4-fluoro-3-nitrophenyl)carbamate serves as a versatile building block in medicinal chemistry, enabling the introduction of both fluorinated and nitro functionalities in a single scaffold. The carbamate group provides stability during synthesis and can be selectively cleaved under mild acidic conditions. Its compatibility with standard cross-coupling reactions and tolerance to diverse functional groups make it well-suited for constructing complex heterocyclic intermediates and API precursors.

Synthesis

  • Route1

    References

    • TAKEDA PHARMACEUTICAL COMPANY LIMITED Patent: US2011/237620 A1, 2011 ; Location in patent: Page/Page column 30 ; US 20110237620 A1
  • Route2

    References

    • Kuramoto, Yasuhiro; Ohshita, Yoshihiro; Yoshida, Jiro; Yazaki, Akira; Shiro, Motoo; Koike, Tohru Journal of Medicinal Chemistry, 2003 , vol. 46, # 10 p. 1905 - 1917
  • Route3

    References

    • Kuramoto, Yasuhiro; Ohshita, Yoshihiro; Yoshida, Jiro; Yazaki, Akira; Shiro, Motoo; Koike, Tohru Journal of Medicinal Chemistry, 2003 , vol. 46, # 10 p. 1905 - 1917

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   81.47
  • LogP   3.0809
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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