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rel-Ethyl (1R,2S)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclopropane-1-carboxylate

  • CAS No. 2135443-14-8

  • Cat. No. CS-0617033
  • Purity≥97%
  • MDL No.MFCD32066801

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

rel-Ethyl (1R,2S)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclopropane-1-carboxylate|CS-0617033

Structure of 2135443-14-8

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General Information

  • CAS No. 2135443-14-8
  • Cat. No. CS-0617033
  • Purity ≥97%
  • MDL No. MFCD32066801
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₂₁BO₄
  • Molecular Weight 240.10
  • Synonym(s) None
  • SMILES CCOC([C@H]1[C@H](C1)B2OC(C)(C(C)(O2)C)C)=O

Description

rel-Ethyl (1R,2S)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclopropane-1-carboxylate features a stereodefined cyclopropylboronate moiety that integrates readily into cross-coupling reactions. This bench-stable reagent enables efficient C–C bond formation under mild conditions, delivering structural diversity in complex molecule synthesis.

Application

rel-Ethyl (1R,2S)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclopropane-1-carboxylate serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. Its cyclopropyl motif imparts rigidity and defined stereochemistry, enabling efficient construction of complex cyclic scaffolds. The tetramethylboronate group offers excellent functional group tolerance, low toxicity, and compatibility with diverse reaction conditions, facilitating rapid access to biologically relevant architectures in medicinal chemistry and process development workflows.

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-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   44.76
  • LogP   2.0318
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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