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CS-W001157 4
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tert-Butyl (cis-3-(hydroxymethyl)cyclobutyl)carbamate

  • CAS No. 142733-64-0

  • Cat. No. CS-0045547
  • Purity≥97%
  • MDL No.MFCD08436074

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

tert-Butyl (cis-3-(hydroxymethyl)cyclobutyl)carbamate|CS-0045547

Structure of 142733-64-0

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General Information

  • CAS No. 142733-64-0
  • Cat. No. CS-0045547
  • Purity ≥97%
  • MDL No. MFCD08436074
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₉NO₃
  • Molecular Weight 201.27
  • Synonym(s) None
  • SMILES N(C(OC(C)(C)C)=O)[C@H]1C[C@@H](CO)C1

Description

tert-Butyl (cis-3-(hydroxymethyl)cyclobutyl)carbamate features a rigid cis-cyclobutane scaffold bearing a hydroxymethyl group and a bench-stable carbamate protecting group. This configuration enables selective functionalization in complex molecule synthesis, particularly in medicinal chemistry applications requiring stereocontrolled access to cyclobutane-containing scaffolds.

Application

tert-Butyl (cis-3-(hydroxymethyl)cyclobutyl)carbamate serves as a versatile building block for cyclobutane-containing scaffolds, enabling direct functionalization at the hydroxymethyl position. The cis-configured cyclobutane ring provides stereochemical control in complex molecule synthesis, while the tert-butyl carbamate group offers robust protection of the amine with facile removal under mild acidic conditions. This stability and orthogonal reactivity profile facilitate downstream transformations in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Pecquet, Pascal; Huet, Francois; Legraverend, Michel; Bisagni, Emile Heterocycles, 1992 , vol. 34, # 4 p. 739 - 745

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   58.56
  • LogP   1.282
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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