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tert-Butyl (4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-3-en-1-yl)carbamate

  • CAS No. 1251732-64-5

  • Cat. No. CS-W006133
  • Purity≥97%
  • MDL No.MFCD12032216

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

tert-Butyl (4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-3-en-1-yl)carbamate|CS-W006133

Structure of 1251732-64-5

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General Information

  • CAS No. 1251732-64-5
  • Cat. No. CS-W006133
  • Purity ≥97%
  • MDL No. MFCD12032216
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₇H₃₀BNO₄
  • Molecular Weight 323.24
  • Synonym(s) 2-Methyl-2-propanyl [4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-cyclohexen-1-yl]carbamate
  • SMILES O=C(OC(C)(C)C)NC1CC=C(B2OC(C)(C)C(C)(C)O2)CC1

Description

This boronate ester features a stable, moisture-tolerant tetramethyl-1,3,2-dioxaborolane moiety integrated into a cyclohexenyl scaffold bearing a tert-butyl carbamate protecting group. Designed for efficient Suzuki-Miyaura cross-coupling reactions, the compound delivers robust functionalization under standard conditions with minimal decomposition.

Application

tert-Butyl (4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-3-en-1-yl)carbamate serves as a versatile boron building block for Suzuki-Miyaura cross-coupling reactions. The cyclohexenyl core provides a rigid, electron-rich scaffold amenable to functionalization, while the Bpin group enables efficient coupling under mild conditions. Bench-stable and readily purified by flash chromatography, it exhibits excellent functional group tolerance and is compatible with diverse reaction workflows 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   56.79
  • LogP   3.6214
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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