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tert-Butyl (1-(hydroxymethyl)cyclobutyl)carbamate

  • CAS No. 1142211-17-3

  • Cat. No. CS-0112304
  • Purity≥95%
  • MDL No.MFCD12028429

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

tert-Butyl (1-(hydroxymethyl)cyclobutyl)carbamate|CS-0112304

Structure of 1142211-17-3

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General Information

  • CAS No. 1142211-17-3
  • Cat. No. CS-0112304
  • Purity ≥95%
  • MDL No. MFCD12028429
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₉NO₃
  • Molecular Weight 201.26
  • Synonym(s) tert-Butyl [1-(hydroxymethyl)cyclobutyl]carbamate
  • SMILES O=C(OC(C)(C)C)NC1(CO)CCC1

Description

tert-Butyl (1-(hydroxymethyl)cyclobutyl)carbamate delivers a protected hydroxymethylcyclobutyl moiety with enhanced stability and solubility. This bench-stable carbamate features a pendant hydroxymethyl group enabling downstream functionalization, while the tert-butyl protection ensures compatibility with standard deprotection protocols in synthetic workflows.

Application

tert-Butyl (1-(hydroxymethyl)cyclobutyl)carbamate serves as a stable, bench-friendly carbamate protecting group for primary amines, enabling selective functionalization of cyclobutylamine derivatives. The hydroxymethyl side chain provides a versatile handle for further derivatization, including oxidation to aldehydes or carboxylic acids, while the tert-butyl group ensures facile acid-mediated deprotection under mild conditions. Its compatibility with standard coupling and reduction protocols makes it a practical choice in medicinal chemistry synthesis workflows.

Synthesis

  • Route1

    References

    • ACHAOGEN, INC.; BRUSS, Jon, B.; MILLER, George, H.; AGGEN, James, Bradley; ARMSTRONG, Eliana, Saxon Patent: WO2010/132777 A2, 2010 ; Location in patent: Page/Page column 195; 48-49 ;

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   1.4261
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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