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CS-W001157 4
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tert-Butyl (1-formylcyclopropyl)carbamate

  • CAS No. 107259-06-3

  • Cat. No. CS-0015100
  • Molecule weight185.22
  • Purity≥95%
  • MDL No.MFCD10697899

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

tert-Butyl (1-formylcyclopropyl)carbamate|CS-0015100

Structure of 107259-06-3

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General Information

  • CAS No. 107259-06-3
  • Cat. No. CS-0015100
  • Purity ≥95%
  • MDL No. MFCD10697899
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₅NO₃
  • Molecular Weight 185.22
  • Synonym(s) tert-Butyl(l -formylcyclopropyl)carbamate
  • SMILES O=CC1(NC(OC(C)(C)C)=O)CC1

Description

tert-Butyl (1-formylcyclopropyl)carbamate features a cyclopropyl ring bearing both a formyl group and a carbamate handle, enabling direct functionalization at the strained ring. This combination facilitates rapid access to cyclic intermediates in synthetic sequences, particularly in the construction of complex heterocycles. The tert-butyl carbamate group provides stability and ease of removal under mild acidic conditions.

Application

tert-Butyl (1-formylcyclopropyl)carbamate serves as a versatile building block for cyclopropane-containing scaffolds, enabling direct incorporation of both formyl and carbamate functionalities. The formyl group facilitates nucleophilic additions and reductive amination protocols, while the tert-butoxycarbonyl (Boc) group provides orthogonal protection compatible with standard deprotection conditions. Its bench-stable nature and ease of purification support efficient synthetic workflows in medicinal chemistry and heterocycle construction.

Synthesis

  • Route1

    References

    • Journal of Heterocyclic Chemistry, , vol. 25, # 6 p. 1769 - 1772
  • Route2
    • Tert-butyl (1-(methoxy(methyl)carbamoyl)cyclopropyl)carbamate|CS-0748907
      161521-10-4
    • ~%
    • In-stock
      tert-Butyl (1-formylcyclopropyl)carbamate|CS-0015100
      107259-06-3

    References

    • Bioorganic and Medicinal Chemistry, , vol. 11, # 12 p. 2551 - 2568
  • Route3

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 42, # 7 p. 1442 - 1454

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

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Computational Chemistry Data

  • TPSA   55.4
  • LogP   1.2426
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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