N-[(1,1-Dimethylethoxy)carbonyl]-2-methyl-L-valine

Name: N-[(1,1-Dimethylethoxy)carbonyl]-2-methyl-L-valine
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CAS No. 53940-90-2
Cat. No. CS-0039042
Purity≥97%
MDL No.MFCD09841839

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N-[(1,1-Dimethylethoxy)carbonyl]-2-methyl-L-valine|CS-0039042

Structure of 53940-90-2

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General Information

CAS No. 53940-90-2
Cat. No. CS-0039042
Purity ≥97%
MDL No. MFCD09841839
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₁NO₄
Molecular Weight 231.29
Synonym(s) (R)-2-(tert-butoxycarbonylamino)-2,3-dimethylbutanoic acid
SMILES CC(C)[C@](C(O)=O)(C)NC(OC(C)(C)C)=O

Description

N-[(1,1-Dimethylethoxy)carbonyl]-2-methyl-L-valine features a stable tert-butoxycarbonyl (Boc) protecting group and a branched aliphatic side chain, enabling efficient incorporation into peptide synthesis. This bench-stable amino acid derivative facilitates sequential coupling under standard conditions while minimizing racemization.

Application

N-[(1,1-Dimethylethoxy)carbonyl]-2-methyl-L-valine serves as a protected amino acid building block for peptide synthesis, offering enhanced stability and ease of purification. The tert-butoxycarbonyl (Boc) group provides reliable orthogonal protection under acidic conditions, while the branched aliphatic side chain supports steric control in sequence assembly. Functions effectively in standard coupling protocols and facilitates efficient deprotection, making it a practical choice for both manual and automated synthesis workflows.

Synthesis

Route1
- In-stock
  
  24424-99-5
- 4378-19-2
- ~42%
- In-stock
  
  53940-90-2
References
- Izdebski, Jan; Kunce, Danuta; Leplawy, Miroslaw T.; Pachulska, Maria; Redlinski, Adam Polish Journal of Chemistry, 1991 , vol. 65, # 7-8 p. 1427 - 1431

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-P280-P302+P352

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Computational Chemistry Data

TPSA 75.63
LogP 2.0104
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Life Science Amino Acids and their Derivatives Valine and derivatives

Chemical Biology Peptide Chemistry Amino Acid Derivatives

Key Words

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N-[(1,1-Dimethylethoxy)carbonyl]-2-methyl-L-valine

CAS No. 53940-90-2

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