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CS-W001157 4
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tert-Butyl (E)-4-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)piperidine-1-carboxylate

  • CAS No. 1160924-51-5

  • Cat. No. CS-0037397
  • Molecule weight337.27
  • Purity≥97%
  • MDL No.MFCD28388343

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

tert-Butyl (E)-4-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)piperidine-1-carboxylate|CS-0037397

Structure of 1160924-51-5

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General Information

  • CAS No. 1160924-51-5
  • Cat. No. CS-0037397
  • Purity ≥97%
  • MDL No. MFCD28388343
  • Storage Store at room temperature, keep dry and cool
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₈H₃₂BNO₄
  • Molecular Weight 337.27
  • Synonym(s) None
  • SMILES C(=C/C1CCN(C(OC(C)(C)C)=O)CC1)\B2OC(C)(C)C(C)(C)O2

Description

tert-Butyl (E)-4-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)piperidine-1-carboxylate is a bench-stable boronate ester featuring a conjugated vinylpiperidine scaffold. This building block enables palladium-catalyzed cross-coupling reactions under mild conditions, delivering functionalized piperidine derivatives with high regioselectivity and yield. The tetramethyl-substituted dioxaborolane moiety enhances stability and reactivity in Suzuki-Miyaura processes.

Application

tert-Butyl (E)-4-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)piperidine-1-carboxylate serves as a versatile boron-containing building block for palladium-catalyzed cross-coupling reactions. The (E)-configured vinylborane moiety enables efficient Suzuki-Miyaura coupling with aryl and heteroaryl halides, while the piperidine scaffold offers a stable, bench-accessible platform for late-stage functionalization. The tert-butyl carbamate group provides excellent stability and facilitates straightforward deprotection under mild acidic conditions, enhancing its utility in complex molecule synthesis.

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   48
  • LogP   3.8211
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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