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tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrolidine-1-carboxylate

  • CAS No. 1312712-22-3

  • Cat. No. CS-0055115
  • Purity≥97%
  • MDL No.None

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

tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrolidine-1-carboxylate|CS-0055115

Structure of 1312712-22-3

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General Information

  • CAS No. 1312712-22-3
  • Cat. No. CS-0055115
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₈BNO₄
  • Molecular Weight 297.20
  • Synonym(s) 1-Pyrrolidinecarboxylic acid, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1,1-dimethylethyl ester
  • SMILES O=C(N1CC(B2OC(C)(C)C(C)(C)O2)CC1)OC(C)(C)C

Description

tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrolidine-1-carboxylate delivers a stable, bench-ready boronate handle tethered to a pyrrolidine scaffold. This reagent integrates seamlessly into Suzuki-Miyaura coupling workflows, enabling efficient C–C bond formation under standard conditions. The tetramethyl dioxaborolane moiety enhances shelf stability and functional group tolerance, while the tert-butyl ester facilitates straightforward deprotection.

Application

tert-Butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrrolidine-1-carboxylate serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. The pyrrolidine scaffold provides a versatile nitrogen-containing heterocyclic motif commonly found in bioactive molecules, while the diborane moiety enables efficient coupling under mild conditions. Its tert-butyl carbamate group offers excellent functional group tolerance and ease of purification, making it ideal for iterative synthesis and late-stage diversification in medicinal chemistry and process development workflows.

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

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Computational Chemistry Data

  • TPSA   48
  • LogP   3.0896
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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