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CS-W001157 4
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Methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate

  • CAS No. 1150561-77-5

  • Cat. No. CS-0153820
  • Purity≥98%
  • MDL No.MFCD10700159

*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)propanoate|CS-0153820

Structure of 1150561-77-5

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General Information

  • CAS No. 1150561-77-5
  • Cat. No. CS-0153820
  • Purity ≥98%
  • MDL No. MFCD10700159
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₉BO₄
  • Molecular Weight 214.07
  • Synonym(s) Methyl 3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl) propionate
  • SMILES CC1(C)C(C)(C)OB(CCC(=O)OC)O1

Description

Methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate is a bench-stable boronate ester featuring a terminal methyl ester group. This structure enables direct coupling in Suzuki-Miyaura reactions, streamlining the synthesis of functionalized alkenes and aromatic derivatives. The tetramethyl-substituted dioxaborolane enhances stability and minimizes side reactions during handling and storage.

Application

Methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylboronate moiety enables efficient coupling with aryl and vinyl halides under mild conditions, while the ester group provides a handle for downstream functionalization. Its excellent stability, low toxicity, and ease of purification make it a practical choice for constructing complex molecular architectures in medicinal chemistry and materials science workflows.

Synthesis

  • Route1
    • null|null
      292638-85-8
    • In-stock
      Bis(pinacolato)diborane|CS-D1216
      73183-34-3
    • ~92%
    • In-stock
      Methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate|CS-0153820
      1150561-77-5

    References

    • LEK Pharmaceuticals d.d.; The designation of the inventor has not yet been filed Patent: EP2647640 A1, 2013 ; Location in patent: Paragraph 0072; 0073 ;
  • Route2
    • null|null
      67-56-1
    • null|null
      292638-85-8
    • In-stock
      Bis(pinacolato)diborane|CS-D1216
      73183-34-3
    • ~83%
    • In-stock
      Methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate|CS-0153820
      1150561-77-5

    References

    • Knott, Kenneth; Fishovitz, Jennifer; Thorpe, Steven B.; Lee, Irene; Santos, Webster L. Organic and Biomolecular Chemistry, 2010 , vol. 8, # 15 p. 3451 - 3456

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

Quality Control

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Computational Chemistry Data

  • TPSA   44.76
  • LogP   1.6417
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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