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CS-W001157 4
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tert-Butyl 4-formylphenylcarbamate

  • CAS No. 144072-30-0

  • Cat. No. CS-0042029
  • Purity≥97%
  • MDL No.MFCD06245541

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

tert-Butyl 4-formylphenylcarbamate|CS-0042029

Structure of 144072-30-0

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General Information

  • CAS No. 144072-30-0
  • Cat. No. CS-0042029
  • Purity ≥97%
  • MDL No. MFCD06245541
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₅NO₃
  • Molecular Weight 221.25
  • Synonym(s) Tert-butyl (4-formylphenyl)carbamate
  • SMILES CC(C)(C)OC(=O)NC1=CC=C(C=O)C=C1

Description

tert-Butyl 4-formylphenylcarbamate features a para-formyl group on a phenyl ring, enabling direct functionalization in synthetic sequences. The tert-butyl carbamate moiety provides stable protection for amine intermediates, facilitating orthogonal reactivity in complex molecule assembly. This compound integrates cleanly into multi-step syntheses requiring selective transformations and mild deprotection conditions.

Application

tert-Butyl 4-formylphenylcarbamate serves as a versatile building block in medicinal chemistry, enabling direct introduction of both formyl and carbamate functionalities. The formyl group facilitates nucleophilic additions and reductive amination protocols, while the tert-butyl carbamate offers orthogonal protection for amines. Its bench stability and compatibility with standard coupling and reduction conditions make it ideal for modular synthesis of substituted benzene derivatives and heterocyclic scaffolds.

Synthesis

  • Route1

    References

    • Schadendorf, Torsten; Hoppmann, Christian; Rueck-Braun, Karola Tetrahedron Letters, 2007 , vol. 48, # 51 p. 9044 - 9047
  • Route2

    References

    • Ko, Sung-Bo; Oh, Eu-Gene; Kim, Eon-Kyeom; Kim, Won-Yeob; Choi, Dennis W.; Dugan, Laura L.; Koh, Jae-Young; Won, Moo-Ho; Wie, Myung-Bok Patent: US2003/220337 A1, 2003 ;
  • Route3
    • null|null
      917-61-3
    • In-stock
      4-Chlorobenzaldehyde|CS-W008778
      104-88-1
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      75-65-0
    • ~75%
    • In-stock
      tert-Butyl 4-formylphenylcarbamate|CS-0042029
      144072-30-0

    References

    • Vinogradova, Ekaterina V.; Park, Nathaniel H.; Fors, Brett P.; Buchwald, Stephen L. Organic Letters, 2013 , vol. 15, # 6 p. 1394 - 1397

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS08
Signal Word : Danger
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H334-H412
Precautionary Statements : P261-P264-P270-P273-P284-P304+P340-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   55.4
  • LogP   2.8461
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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