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

  • CAS No. 1279090-25-3

  • Cat. No. CS-0162327
  • Purity≥95%
  • MDL No.None

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

tert-Butyl (3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)oxetan-3-yl)carbamate|CS-0162327

Structure of 1279090-25-3

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General Information

  • CAS No. 1279090-25-3
  • Cat. No. CS-0162327
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₀H₃₀BNO₅
  • Molecular Weight 375.27
  • Synonym(s) tert-butyl N-[3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]oxetan-3-yl]carbamate
  • SMILES O=C(OC(C)(C)C)NC1(C2=CC=C(B3OC(C)(C)C(C)(C)O3)C=C2)COC1

Description

This boronate-functionalized oxetane integrates seamlessly into late-stage C–H borylation and Suzuki-Miyaura coupling workflows. The tert-butyl carbamate protects the amine while the oxetane ring enhances solubility and metabolic stability, enabling efficient incorporation into complex molecular architectures under standard conditions.

Application

tert-Butyl (3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)oxetan-3-yl)carbamate serves as a versatile building block in Suzuki-Miyaura coupling reactions, enabling efficient C–C bond formation under mild conditions. The oxetane ring imparts enhanced metabolic stability and improved physicochemical properties in medicinal chemistry applications. The boronate group exhibits high functional group tolerance and bench stability, facilitating straightforward purification and integration into complex molecular architectures.

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   66.02
  • LogP   2.736
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   3

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