Z-D-MeAla-OH

Name: Z-D-MeAla-OH
Brand: ChemScene
Availability: InStock
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CAS No. 68223-03-0
Cat. No. CS-0041679
Molecule weight237.25
Purity≥98%
MDL No.MFCD00153387

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 68223-03-0

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General Information

CAS No. 68223-03-0
Cat. No. CS-0041679
Purity ≥98%
MDL No. MFCD00153387
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₅NO₄
Molecular Weight 237.25
Synonym(s) None
SMILES C[C@@H](N(C)C(=O)OCC1=CC=CC=C1)C(O)=O

Description

Z-D-MeAla-OH is a bench-stable, moisture-tolerant dipeptide building block featuring a C-terminal hydroxyl group and a Z-protected D-methylalanine residue. This configuration enables direct incorporation into peptide synthesis workflows without racemization, streamlining access to stereochemically defined sequences in medicinal chemistry and peptidomimetic design.

Application

Z-D-MeAla-OH serves as a key chiral building block in peptide synthesis, enabling efficient incorporation of D-methylalanine residues with high stereocontrol. Its N-terminal benzyloxycarbonyl (Z) group provides robust protection and facilitates orthogonal deprotection, while the methyl substitution enhances metabolic stability and conformational rigidity. The compound exhibits excellent bench stability, simplifies purification, and is compatible with standard coupling protocols across diverse synthetic sequences.

Synthesis

Route1
- In-stock
  
  26607-51-2
- 74-88-4
- ~88%
- In-stock
  
  68223-03-0
References
- Trouche, Nathalie; Wieckowski, Sebastien; Sun, Weimin; Chaloin, Olivier; Hoebeke, Johan; Fournel, Sylvie; Guichard, Gilles Journal of the American Chemical Society, 2007 , vol. 129, # 44 p. 13480 - 13492

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

Quality Control

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Computational Chemistry Data

TPSA 66.84
LogP 1.7281
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 4

Other Classifications

Bioactive Molecules Peptides

Life Science Amino Acids and their Derivatives Alanine and derivatives

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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Z-D-MeAla-OH

CAS No. 68223-03-0

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