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cis-2-[[(1,1-Dimethylethoxy)carbonyl]amino]cyclopropanecarboxylic acid methyl ester

  • CAS No. 170299-60-2

  • Cat. No. CS-0040911
  • Purity≥98%
  • MDL No.MFCD28501607

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

cis-2-[[(1,1-Dimethylethoxy)carbonyl]amino]cyclopropanecarboxylic acid methyl ester|CS-0040911

Structure of 170299-60-2

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General Information

  • CAS No. 170299-60-2
  • Cat. No. CS-0040911
  • Purity ≥98%
  • MDL No. MFCD28501607
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₇NO₄
  • Molecular Weight 215.25
  • Synonym(s) methyl cis-2-{[(tert-butoxy)carbonyl]amino}cyclopropane-1-carboxylate
  • SMILES O=C([C@H]1[C@@H](NC(OC(C)(C)C)=O)C1)OC

Description

This methyl ester derivative features a cis-cyclopropane scaffold bearing a carbamate-protected amino group and an ester functionality, enabling direct incorporation into peptide syntheses. The dimethylbutyl carbonyl protection ensures stability during handling and purification, while the cyclopropane ring imparts conformational rigidity ideal for bioactive molecule design.

Application

cis-2-[[(1,1-Dimethylethoxy)carbonyl]amino]cyclopropanecarboxylic acid methyl ester serves as a stable, bench-ready building block for the synthesis of cyclopropyl-containing peptidomimetics and bioactive heterocycles. Its protected amino group enables orthogonal functionalization, while the ester moiety supports subsequent transformations in standard coupling and reduction protocols. The cis-configured cyclopropane ring imparts conformational rigidity, enhancing target specificity in medicinal chemistry applications.

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

  • TPSA   64.63
  • LogP   1.0726
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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