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

  • CAS No. 1235451-62-3

  • Cat. No. CS-0040987
  • Purity≥95%
  • MDL No.MFCD18383572

*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)indoline-1-carboxylate|CS-0040987

Structure of 1235451-62-3

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General Information

  • CAS No. 1235451-62-3
  • Cat. No. CS-0040987
  • Purity ≥95%
  • MDL No. MFCD18383572
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₉H₂₈BNO₄
  • Molecular Weight 345.24
  • Synonym(s) None
  • SMILES O=C(N1CCC2=C1C=CC=C2B3OC(C)(C)C(C)(C)O3)OC(C)(C)C

Description

tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indoline-1-carboxylate delivers a boronate handle fused to an indoline scaffold, enabling efficient Suzuki-Miyaura coupling. The tetramethyl dioxaborolane moiety ensures high stability and reactivity under standard conditions, while the tert-butyl ester offers convenient protection and orthogonal deprotection. This compound serves as a key building block for functionalized heterocycles in medicinal chemistry and materials science.

Application

tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indoline-1-carboxylate serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The indoline core provides a rigid, nitrogen-containing scaffold relevant to medicinal chemistry, while the Bpin group enables efficient C–C bond formation under mild conditions. Its bench-stable nature, tolerance to diverse functional groups, and straightforward purification make it ideal for modular synthesis of complex heterocycles and target-oriented libraries.

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   3.2834
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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