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Methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)bicyclo[1.1.1]pentane-1-carboxylate

  • CAS No. 2410440-12-7

  • Cat. No. CS-0310813
  • Molecule weight252.11
  • Purity≥97%
  • MDL No.MFCD31537340

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

Methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)bicyclo[1.1.1]pentane-1-carboxylate|CS-0310813

Structure of 2410440-12-7

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General Information

  • CAS No. 2410440-12-7
  • Cat. No. CS-0310813
  • Purity ≥97%
  • MDL No. MFCD31537340
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₂₁BO₄
  • Molecular Weight 252.11
  • Synonym(s) Bicyclo[1.1.1]pentane-1-carboxylic acid, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, methyl ester
  • SMILES O=C(C1(C2)CC2(B3OC(C)(C)C(C)(C)O3)C1)OC

Description

Methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)bicyclo[1.1.1]pentane-1-carboxylate is a sterically hindered boronate ester featuring a rigid bicyclo[1.1.1]pentane core. This configuration imparts exceptional stability and resistance to protodeboronation, enabling reliable coupling under mild conditions. The molecule integrates seamlessly into cross-coupling reactions, delivering high functional group tolerance and predictable reactivity in complex synthesis.

Application

Methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)bicyclo[1.1.1]pentane-1-carboxylate serves as a stable, bench-friendly boron building block for Suzuki-Miyaura coupling reactions. The bicyclo[1.1.1]pentane core imparts excellent metabolic stability and improved bioavailability, making it a valuable scaffold in medicinal chemistry. Its tetramethyl-substituted boronate group enables high functional group tolerance and reliable coupling efficiency under standard reaction conditions.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   44.76
  • LogP   2.1759
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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