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CS-W001157 4
Total: USD 88.00

(S)-2-((tert-Butoxycarbonyl)amino)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoic acid

  • CAS No. 216439-76-8

  • Cat. No. CS-M3317
  • Molecule weight391.27
  • Purity≥97%
  • MDL No.MFCD03412130

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

(S)-2-((tert-Butoxycarbonyl)amino)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoic acid|CS-M3317

Structure of 216439-76-8

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General Information

  • CAS No. 216439-76-8
  • Cat. No. CS-M3317
  • Purity ≥97%
  • MDL No. MFCD03412130
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₀H₃₀BNO₆
  • Molecular Weight 391.27
  • Synonym(s) L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
  • SMILES OC([C@H](CC1=CC=C(B2OC(C)(C)C(C)(C)O2)C=C1)NC(OC(C)(C)C)=O)=O

Description

(S)-2-((tert-Butoxycarbonyl)amino)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoic acid is a boronate-functionalized amino acid derivative designed for efficient Suzuki-Miyaura cross-coupling reactions. The protected amine and stable boronate handle enable sequential conjugation in peptide and small-molecule synthesis under mild conditions.

Application

(S)-2-((tert-Butoxycarbonyl)amino)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoic acid serves as a stable, bench-ready building block for Suzuki-Miyaura coupling reactions. The boronate ester group enables efficient C–C bond formation under mild conditions, while the Boc-protected amine and carboxylic acid functionalities offer orthogonal reactivity for peptide and heterocyclic scaffold synthesis. Its high functional group tolerance and ease of purification make it ideal for iterative synthetic workflows in medicinal chemistry and process development.

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   94.09
  • LogP   2.5062
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   5

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