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CS-W001157 4
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tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate

  • CAS No. 107017-73-2

  • Cat. No. CS-D0180
  • Purity≥98%
  • MDL No.MFCD09749954

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

tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate|CS-D0180

Structure of 107017-73-2

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General Information

  • CAS No. 107017-73-2
  • Cat. No. CS-D0180
  • Purity ≥98%
  • MDL No. MFCD09749954
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₇NO₃
  • Molecular Weight 187.24
  • Synonym(s) tert-butyl 1-(hydroxymethyl)cyclopropylcarbamate
  • SMILES OCC1(NC(OC(C)(C)C)=O)CC1

Description

tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate delivers a sterically hindered cyclopropyl scaffold bearing a pendant hydroxymethyl group, enabling direct functionalization or derivatization in synthetic workflows. This bench-stable carbamate offers enhanced solubility and compatibility in aqueous or mixed solvent systems, streamlining access to complex cyclic architectures.

Application

tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate serves as a stable, bench-friendly carbamate protecting group for primary amines, enabling straightforward introduction of cyclopropylmethylamine motifs. The hydroxymethyl functionality offers orthogonal handle for further derivatization, while the tert-butyl group facilitates mild acid-labile deprotection. This scaffold is particularly useful in medicinal chemistry for constructing bioactive heterocyclic frameworks and peptide analogs due to its favorable steric profile and synthetic versatility.

Synthesis

  • Route1

    References

    • Wentland; Perni; Dorff; Rake Journal of Medicinal Chemistry, 1988 , vol. 31, # 9 p. 1694 - 1697
  • Route2

    References

    • US2010/305102 A1, ; Page/Page column 16 ; US 20100305102 A1
  • Route3
    • null|null
      308266-24-2
    • ~98%
    • In-stock
      tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate|CS-D0180
      107017-73-2

    References

    • Kordes, Markus; Winsel, Harald; De Meijere, Armin European Journal of Organic Chemistry, 2000 , # 18 p. 3235 - 3245

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   58.56
  • LogP   1.036
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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