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CS-W001157 4
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(E)-4,4,5,5-Tetramethyl-2-(3-((tetrahydro-2h-pyran-2-yl)oxy)prop-1-en-1-yl)-1,3,2-dioxaborolane,95%(stabilized with TBC)

  • CAS No. 642066-70-4

  • Cat. No. CS-0175491
  • Purity95%(stabilized with TBC)
  • MDL No.None

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

(E)-4,4,5,5-Tetramethyl-2-(3-((tetrahydro-2h-pyran-2-yl)oxy)prop-1-en-1-yl)-1,3,2-dioxaborolane,95%(stabilized with TBC)|CS-0175491

Structure of 642066-70-4

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General Information

  • CAS No. 642066-70-4
  • Cat. No. CS-0175491
  • Purity 95%(stabilized with TBC)
  • MDL No. None
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₅BO₄
  • Molecular Weight 268.16
  • Synonym(s) 2-[3-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-YL)-allyloxy]-tetrahydro-pyran
  • SMILES CC1(C(C)(OB(O1)/C=C/COC2CCCCO2)C)C

Description

This boronate ester features a tetrahydro-2h-pyran-2-yl-protected propenyl group, offering enhanced stability and moisture tolerance. The (E)-configured alkene and tetramethyl-substituted dioxaborolane core enable efficient coupling in Suzuki-Miyaura reactions under standard conditions. Designed for reliable performance in synthetic workflows requiring bench-stable, selectively reactive intermediates.

Application

(E)-4,4,5,5-Tetramethyl-2-(3-((tetrahydro-2H-pyran-2-yl)oxy)prop-1-en-1-yl)-1,3,2-dioxaborolane serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. Its tetrahydro-2H-pyran-2-yl ether protection enables orthogonal functional group handling, while the (E)-configured vinyl boronate offers high stereoretention and predictable reactivity. The compound exhibits excellent shelf stability and facilitates efficient coupling with aryl, heteroaryl, and vinyl halides under standard catalytic conditions.

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

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Computational Chemistry Data

  • TPSA   36.92
  • LogP   2.7172
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   4

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