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Methyl (tert-butoxycarbonyl)-D-phenylalaninate

  • CAS No. 77119-84-7

  • Cat. No. CS-0097839
  • Purity≥96%
  • MDL No.MFCD00672509

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

Methyl (tert-butoxycarbonyl)-D-phenylalaninate|CS-0097839

Structure of 77119-84-7

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General Information

  • CAS No. 77119-84-7
  • Cat. No. CS-0097839
  • Purity ≥96%
  • MDL No. MFCD00672509
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₁NO₄
  • Molecular Weight 279.33
  • Synonym(s) None
  • SMILES O=C([C@@H](CC1=CC=CC=C1)NC(OC(C)(C)C)=O)OC

Description

Methyl (tert-butoxycarbonyl)-D-phenylalaninate serves as a protected D-phenylalanine derivative, featuring a stable tert-butoxycarbonyl group that enables selective deprotection during peptide synthesis. This bench-stable, moisture-tolerant reagent integrates seamlessly into solid-phase and solution-phase protocols, delivering high functional group fidelity for the construction of bioactive peptides and peptidomimetics.

Application

Methyl (tert-butoxycarbonyl)-D-phenylalaninate serves as a key chiral building block in peptide synthesis, offering D-phenylalanine functionality with orthogonal protection. The tert-butoxycarbonyl (Boc) group provides excellent stability under basic conditions and facilitates mild deprotection with trifluoroacetic acid. Its methyl ester moiety enables direct coupling without additional activation steps, while the phenyl side chain supports efficient incorporation into peptidomimetics and bioactive scaffolds. This compound exhibits high bench stability and ease of purification, making it well-suited for both academic and industrial synthetic workflows.

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   64.63
  • LogP   2.2954
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   4

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