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tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-pyrrole-1-carboxylate

  • CAS No. 1401165-14-7

  • Cat. No. CS-0080801
  • Molecule weight295.18
  • Purity≥98%
  • MDL No.None

*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)-2,3-dihydro-1H-pyrrole-1-carboxylate|CS-0080801

Structure of 1401165-14-7

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General Information

  • CAS No. 1401165-14-7
  • Cat. No. CS-0080801
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₆BNO₄
  • Molecular Weight 295.18
  • Synonym(s) None
  • SMILES O=C(N1CCC(B2OC(C)(C)C(C)(C)O2)=C1)OC(C)(C)C

Description

tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-pyrrole-1-carboxylate features a stable boronate ester paired with a flexible dihydropyrrole scaffold, enabling efficient cross-coupling under mild conditions. This bench-stable reagent integrates seamlessly into Suzuki-Miyaura reactions, delivering functionalized heterocycles with high regioselectivity and minimal side product formation.

Application

tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-pyrrole-1-carboxylate serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylboronate group enables efficient coupling with aryl and vinyl halides under mild conditions, while the dihydropyrrole core provides a versatile scaffold for heterocyclic synthesis. Its excellent functional group tolerance and ease of purification make it well-suited for iterative medicinal chemistry campaigns and API intermediate development.

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   48
  • LogP   3.1425
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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