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

  • CAS No. 1171897-03-2

  • Cat. No. CS-0132987
  • Molecule weight347.26
  • Purity≥95%
  • MDL No.None

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

tert-Butyl (S)-(1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl)carbamate|CS-0132987

Structure of 1171897-03-2

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General Information

  • CAS No. 1171897-03-2
  • Cat. No. CS-0132987
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₉H₃₀BNO₄
  • Molecular Weight 347.26
  • Synonym(s) tert-butyl N-[(1S)-1-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethyl]carbamate
  • SMILES O=C(OC(C)(C)C)N[C@H](C1=CC=C(B2OC(C)(C)C(C)(C)O2)C=C1)C

Description

tert-Butyl (S)-(1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl)carbamate is a chiral boronate building block featuring a stereodefined ethyl group and a stable diborane moiety. This bench-stable reagent enables asymmetric cross-coupling reactions under mild conditions, integrating seamlessly into synthetic sequences requiring enantiopure scaffolds.

Application

tert-Butyl (S)-(1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl)carbamate serves as a stable, bench-ready chiral building block for palladium-catalyzed cross-coupling reactions. Its boronate ester functionality enables efficient Suzuki-Miyaura coupling with aryl halides and pseudohalides, while the (S)-configured chiral center and tert-butyl carbamate protecting group provide excellent stereochemical integrity and compatibility with diverse reaction conditions. The molecule exhibits high functional group tolerance and facilitates straightforward purification, making it ideal for constructing complex chiral scaffolds in medicinal chemistry and materials science applications.

Safety Information

Download SDS
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   3.5715
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   3

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