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[5-[(tert-Butoxycarbonylamino)methyl]thien-2-yl]boronic acid

  • CAS No. 1072951-39-3

  • Cat. No. CS-0030584
  • Purity≥96%
  • MDL No.None

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

[5-[(tert-Butoxycarbonylamino)methyl]thien-2-yl]boronic acid|CS-0030584

Structure of 1072951-39-3

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General Information

  • CAS No. 1072951-39-3
  • Cat. No. CS-0030584
  • Purity ≥96%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₆BNO₄S
  • Molecular Weight 257.11
  • Synonym(s) (5-(((tert-Butoxycarbonyl)amino)methyl)-thiophen-2-yl)boronic acid
  • SMILES O=C(NCC1=CC=C(B(O)O)S1)OC(C)(C)C

Description

This boronate moiety integrates a tert-butyl carbamate-protected amine within a thienyl framework, enabling stable coupling in Suzuki-Miyaura reactions. The pendant amine group offers direct functionalization potential while the Boc protection ensures compatibility with diverse reaction conditions.

Application

[5-[(tert-Butoxycarbonylamino)methyl]thien-2-yl]boronic acid serves as a versatile building block for the synthesis of biologically relevant thienyl-containing scaffolds. Its boronic acid functionality enables efficient Suzuki-Miyaura cross-coupling reactions under mild conditions, while the tert-butyl carbamate group provides stability and orthogonal protection for amine handling. The molecule exhibits excellent bench stability, facilitates straightforward purification, and functions reliably in multi-step sequences involving heterocycle construction and functional group manipulation.

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   78.79
  • LogP   0.4526
  • H_Acceptors   5
  • H_Donors   3
  • Rotatable_Bonds   3

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