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trans-Methyl 3-((tert-butoxycarbonyl)amino)cyclobutanecarboxylate

  • CAS No. 1101173-77-6

  • Cat. No. CS-0045534
  • Purity≥97%
  • MDL No.MFCD20922912

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

trans-Methyl 3-((tert-butoxycarbonyl)amino)cyclobutanecarboxylate|CS-0045534

Structure of 1101173-77-6

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General Information

  • CAS No. 1101173-77-6
  • Cat. No. CS-0045534
  • Purity ≥97%
  • MDL No. MFCD20922912
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₉NO₄
  • Molecular Weight 229.27
  • Synonym(s) methyl trans-3-(tert-butoxycarbonylamino)cyclobutanecarboxylate
  • SMILES O=C([C@H]1C[C@H](NC(OC(C)(C)C)=O)C1)OC

Description

trans-Methyl 3-((tert-butoxycarbonyl)amino)cyclobutanecarboxylate features a rigid cyclobutane scaffold with stereochemically defined configuration, enabling precise control in asymmetric synthesis. The tert-butoxycarbonyl (Boc) group provides robust protection for the amine, while the methyl ester offers a handle for selective derivatization. This bench-stable, moisture-tolerant intermediate integrates seamlessly into peptide mimetics and cyclic peptidomimetic architectures.

Application

trans-Methyl 3-((tert-butoxycarbonyl)amino)cyclobutanecarboxylate serves as a versatile chiral building block for the synthesis of cyclobutane-containing pharmaceutical intermediates. Its stable trans-configured cyclobutane core, combined with orthogonal protection of the amine (Boc) and ester functionalities, enables selective transformations in multistep sequences. The compound exhibits excellent bench stability and facilitates efficient purification, making it well-suited for scalable peptide-like and heterocyclic scaffold construction.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319
Precautionary Statements : P264-P270-P280-P301+P310-P302+P352-P305+P351+P338-P330-P332+P313-P337+P313-P362+P364-P501

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Computational Chemistry Data

  • TPSA   64.63
  • LogP   1.4627
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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