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CS-W001157 4
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tert-Butyl N-[3-(tetramethyl-1,3,2-dioxaborolan-2-yl)propyl]carbamate

  • CAS No. 1850305-80-4

  • Cat. No. CS-0177721
  • Purity≥97%
  • MDL No.MFCD22383765

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

tert-Butyl N-[3-(tetramethyl-1,3,2-dioxaborolan-2-yl)propyl]carbamate|CS-0177721

Structure of 1850305-80-4

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General Information

  • CAS No. 1850305-80-4
  • Cat. No. CS-0177721
  • Purity ≥97%
  • MDL No. MFCD22383765
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₈BNO₄
  • Molecular Weight 285.19
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)NCCCB1OC(C)(C)C(O1)(C)C

Description

tert-Butyl N-[3-(tetramethyl-1,3,2-dioxaborolan-2-yl)propyl]carbamate delivers a boronate handle tethered via a flexible alkyl chain to a robust tert-butyl carbamate protecting group. This combination enables efficient Suzuki-Miyaura coupling while maintaining stability under standard conditions. The molecule integrates seamlessly into diverse synthetic sequences requiring selective C–C bond formation and convenient deprotection.

Application

tert-Butyl N-[3-(tetramethyl-1,3,2-dioxaborolan-2-yl)propyl]carbamate serves as a stable, bench-ready boron building block for Suzuki-Miyaura coupling reactions. The tetramethylboronate group enables efficient cross-coupling with aryl and vinyl halides under mild conditions, while the tert-butyl carbamate protects primary amines with orthogonal stability. This reagent facilitates rapid diversification of amine-containing scaffolds in medicinal chemistry and process synthesis, offering excellent functional group tolerance and straightforward purification.

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P501

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Computational Chemistry Data

  • TPSA   56.79
  • LogP   2.9934
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   4

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