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Methyl 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

  • CAS No. 478375-37-0

  • Cat. No. CS-0175555
  • Purity≥96%
  • MDL No.None

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

Methyl 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate|CS-0175555

Structure of 478375-37-0

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General Information

  • CAS No. 478375-37-0
  • Cat. No. CS-0175555
  • Purity ≥96%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₁BO₅
  • Molecular Weight 292.14
  • Synonym(s) methyl 2-methoxy-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate
  • SMILES CC1(C(C)(OB(O1)C2=CC(C(OC)=O)=C(OC)C=C2)C)C

Description

Methyl 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate is a bench-stable boronate ester featuring a methyl ester and methoxy group positioned ortho and para to the boronate moiety. This electronic and steric configuration enables efficient coupling in Suzuki-Miyaura reactions, facilitating rapid access to functionalized biaryl scaffolds under mild conditions.

Application

Methyl 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate serves as a versatile boronate building block in Suzuki-Miyaura cross-coupling reactions. The pinacol boronate group enables stable, air-tolerant handling and broad functional group compatibility. It facilitates efficient C–C bond formation with aryl, heteroaryl, and vinyl halides under mild conditions, making it well-suited for constructing complex aromatic scaffolds in medicinal chemistry and materials science applications.

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   53.99
  • LogP   1.781
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   3

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