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tert-Butyl (trans-3-(hydroxymethyl)cyclobutyl)carbamate

  • CAS No. 167081-37-0

  • Cat. No. CS-0047940
  • Purity≥98%
  • MDL No.MFCD08166748

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

tert-Butyl (trans-3-(hydroxymethyl)cyclobutyl)carbamate|CS-0047940

Structure of 167081-37-0

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General Information

  • CAS No. 167081-37-0
  • Cat. No. CS-0047940
  • Purity ≥98%
  • MDL No. MFCD08166748
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₉NO₃
  • Molecular Weight 201.26
  • Synonym(s) trans-1-(Boc-amino)-3-(hydroxymethyl)cyclobutane - SB7652
  • SMILES CC(C)(C)OC(=O)N[C@H]1C[C@H](CO)C1

Description

tert-Butyl (trans-3-(hydroxymethyl)cyclobutyl)carbamate features a rigid trans-cyclobutane scaffold bearing a hydroxymethyl group and a bench-stable carbamate protecting group. This configuration enables selective functionalization at the alcohol site while maintaining stereochemical integrity during synthetic sequences. The molecule integrates seamlessly into complex molecular architectures requiring controlled reactivity and spatial orientation.

Application

tert-Butyl (trans-3-(hydroxymethyl)cyclobutyl)carbamate serves as a stable, bench-ready building block for cyclobutane-based scaffolds in medicinal chemistry. The trans-configured cyclobutane ring provides defined stereochemistry, while the hydroxymethyl group enables downstream functionalization via oxidation, protection, or coupling reactions. The Boc group ensures excellent stability and facilitates straightforward deprotection under mild acidic conditions. This compound functions reliably in multi-step syntheses requiring stereocontrolled cyclobutane incorporation.

Safety Information

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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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