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CS-W001157 4
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N-(tert-Butoxycarbonyl)-N-methyl-D-alanine

  • CAS No. 19914-38-6

  • Cat. No. CS-0019440
  • Purity≥95%
  • MDL No.MFCD00063137

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

N-(tert-Butoxycarbonyl)-N-methyl-D-alanine|CS-0019440

Structure of 19914-38-6

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General Information

  • CAS No. 19914-38-6
  • Cat. No. CS-0019440
  • Purity ≥95%
  • MDL No. MFCD00063137
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₇NO₄
  • Molecular Weight 203.24
  • Synonym(s) None
  • SMILES C[C@H](C(O)=O)N(C(OC(C)(C)C)=O)C

Description

N-(tert-Butoxycarbonyl)-N-methyl-D-alanine is a chiral, protected amino acid derivative featuring a methylated nitrogen and a labile tert-butoxycarbonyl group. This configuration enables selective deprotection and incorporation into peptide sequences under mild conditions, offering precise control in synthetic routes. The sterically hindered side chain enhances stability during coupling steps.

Application

N-(tert-Butoxycarbonyl)-N-methyl-D-alanine serves as a valuable chiral building block for peptide synthesis, enabling the incorporation of D-amino acid residues with N-methylated side chains. The tert-butyl carbamate (Boc) group provides stable protection under acidic conditions, facilitating selective deprotection and orthogonal handling in multi-step sequences. Its methylated amide functionality enhances metabolic stability and membrane permeability in bioactive peptides, making it ideal for medicinal chemistry applications requiring improved pharmacokinetic profiles.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   66.84
  • LogP   1.3264
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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