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tert-Butyl (3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)carbamate

  • CAS No. 1374106-06-5

  • Cat. No. CS-0226514
  • 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)allyl)carbamate|CS-0226514

Structure of 1374106-06-5

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General Information

  • CAS No. 1374106-06-5
  • Cat. No. CS-0226514
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₆BNO₄
  • Molecular Weight 283.17
  • Synonym(s) None
  • SMILES O=C(NC/C=C/B1OC(C)(C(C)(C)O1)C)OC(C)(C)C

Description

tert-Butyl (3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)carbamate delivers a boronate handle flanked by a stabilizing tert-butyl carbamate group and a reactive allyl tether. This combination enables direct incorporation into cross-coupling reactions under mild conditions, offering enhanced stability and compatibility with diverse reaction matrices.

Application

tert-Butyl (3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)carbamate serves as a versatile boron-containing building block for palladium-catalyzed cross-coupling reactions. The protected allylic amine functionality enables orthogonal manipulation in complex molecule synthesis, while the stable, bench-friendly dioxaborolane group facilitates efficient Suzuki-Miyaura coupling under mild conditions. Its compatibility with diverse functional groups and straightforward purification make it ideal for late-stage modification in medicinal chemistry and process development workflows.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   56.79
  • LogP   2.6987
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   3

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