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tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

  • CAS No. 903895-48-7

  • Cat. No. CS-0041085
  • Purity≥97%
  • MDL No.MFCD03453057

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

tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate|CS-0041085

Structure of 903895-48-7

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General Information

  • CAS No. 903895-48-7
  • Cat. No. CS-0041085
  • Purity ≥97%
  • MDL No. MFCD03453057
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₇H₂₅BO₄
  • Molecular Weight 304.19
  • Synonym(s) 3-(t-butoxycarbonyl)henyl boronicacid pinacol ester
  • SMILES O=C(OC(C)(C)C)C1=CC=CC(B2OC(C)(C)C(C)(C)O2)=C1

Description

tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate delivers a boronate ester functionality paired with a tert-butyl carboxylate handle, enabling efficient Suzuki-Miyaura coupling under mild conditions. The tetramethyl-substituted dioxaborolane ring ensures excellent stability and compatibility with diverse reaction environments. This robust reagent integrates seamlessly into synthetic sequences requiring orthogonal functionalization.

Application

tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. The sterically protected boronate ester exhibits excellent functional group tolerance and facilitates efficient C–C bond formation with aryl halides and triflates under mild conditions. Its tert-butyl ester moiety enables straightforward deprotection to the corresponding carboxylic acid, providing direct access to key intermediates in medicinal chemistry and materials synthesis.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   44.76
  • LogP   2.9411
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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