Lot numbers can be found on the outside label of a product:
L-Aspartic acid 4-tert-butyl ester
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CAS No. 3057-74-7
- Cat. No. CS-W008777
- Purity≥98%
- MDL No.MFCD00038577
*For research and further manufacturing use only, not for direct human use.
Structure of 3057-74-7
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General Information
- CAS No. 3057-74-7
- Cat. No. CS-W008777
- Purity ≥98%
- MDL No. MFCD00038577
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₁₅NO₄
- Molecular Weight 189.21
- Synonym(s) L-Aspartic acid β-tert-butyl ester; β-tert-Butyl L-aspartate
- SMILES N[C@@H](CC(OC(C)(C)C)=O)C(O)=O
Description
L-Aspartic acid 4-tert-butyl ester features a sterically shielded tert-butyl group that enhances stability and simplifies purification. This protected derivative enables efficient incorporation into peptide syntheses, offering improved handling under standard conditions while maintaining compatibility with orthogonal deprotection strategies.
Application
L-Aspartic acid 4-tert-butyl ester serves as a key chiral building block in peptide synthesis, offering enhanced solubility and stability compared to the free acid. The tert-butyl ester group provides orthogonal protection for the C-terminal carboxylate, enabling selective coupling reactions under standard Fmoc-based protocols. Its well-established reactivity facilitates efficient incorporation into peptide sequences and heterocyclic scaffolds, with predictable deprotection via mild acid treatment.
Synthesis
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Route1
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In-stock
5545-52-8 - ~10%
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In-stock
3057-74-7
References
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Felpin, Francois-Xavier; Fouquet, Eric Synthesis, 2011 , # 18 art. no. T66211SS, p. 2893 - 2896
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Route2
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In-stock
1791-13-5 - ~86%
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In-stock
3057-74-7
References
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Stein, Karin A.; Toogood, Peter L. Journal of Organic Chemistry, 1995 , vol. 60, # 24 p. 8110 - 8112
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References
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Chen, Chun-Chi; Rajagopal, Basker; Liu, Xuan Yu; Chen, Kuan Lin; Tyan, Yu-Chang; Lin, Fui; Lin, Po-Chiao Amino Acids, 2014 , vol. 46, # 2 p. 367 - 374
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Safety Information
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GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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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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Quality Control
Computational Chemistry Data
- TPSA 89.62
- LogP 0.1301
- H_Acceptors 4
- H_Donors 2
- Rotatable_Bonds 3
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Key Words
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