(S)-2-((Tert-butoxycarbonyl)amino)-3-(dimethylamino)propanoic acid

Name: (S)-2-((Tert-butoxycarbonyl)amino)-3-(dimethylamino)propanoic acid
Brand: ChemScene
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CAS No. 94778-71-9
Cat. No. CS-0046053
Purity≥97%
MDL No.MFCD02682423

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(S)-2-((Tert-butoxycarbonyl)amino)-3-(dimethylamino)propanoic acid|CS-0046053

Structure of 94778-71-9

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General Information

CAS No. 94778-71-9
Cat. No. CS-0046053
Purity ≥97%
MDL No. MFCD02682423
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₂₀N₂O₄
Molecular Weight 232.28
Synonym(s) Boc-aza-L-leucine
SMILES O=C(O)[C@H](CN(C)C)NC(OC(C)(C)C)=O

Description

(S)-2-((Tert-butoxycarbonyl)amino)-3-(dimethylamino)propanoic acid is a chiral building block featuring a protected amino group and a dimethylamino side chain. This scaffold enables direct incorporation into peptide sequences and bioactive molecules, offering enhanced solubility and stability under standard conditions.

Application

(S)-2-((Tert-butoxycarbonyl)amino)-3-(dimethylamino)propanoic acid serves as a valuable chiral building block in peptide synthesis, enabling the installation of N-terminal protected amino acids with pendant dimethylamino functionality. The Boc group ensures stability and ease of removal under mild acidic conditions, while the dimethylamino side chain provides a polar, basic handle for further derivatization or modulation of solubility and reactivity in synthetic sequences.

Synthesis

Route1
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  94778-71-9
References
- Lamar, Jason; Hu, Jingdan; Bueno, Ana Belen; Yang, Hsiu-Chiung; Guo, Deqi; Copp, James D; McGee, James; Gitter, Bruce; Timm, David; May, Patrick; McCarthy, James; Chen, Shu-Hui Bioorganic and medicinal chemistry letters, 2004 , vol. 14, # 1 p. 239 - 243

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 78.87
LogP 0.5259
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 4

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(S)-2-((Tert-butoxycarbonyl)amino)-3-(dimethylamino)propanoic acid

CAS No. 94778-71-9

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