(R)-di-tert-butyl 2-((S)-4-amino-5-tert-butoxy-5-oxopentanamido)pentanedioate

Name: (R)-di-tert-butyl 2-((S)-4-amino-5-tert-butoxy-5-oxopentanamido)pentanedioate
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CAS No. 145817-20-5
Cat. No. CS-B1781
Molecule weight444.56
Purity≥95%
MDL No.MFCD31630861

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(R)-di-tert-butyl 2-((S)-4-amino-5-tert-butoxy-5-oxopentanamido)pentanedioate|CS-B1781

Structure of 145817-20-5

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General Information

CAS No. 145817-20-5
Cat. No. CS-B1781
Purity ≥95%
MDL No. MFCD31630861
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₂H₄₀N₂O₇
Molecular Weight 444.56
Synonym(s) D-Glutamic acid, L-γ-glutamyl-, 1,21,25-tris(1,1-dimethylethyl) ester
SMILES N[C@H](C(OC(C)(C)C)=O)CCC(N[C@H](CCC(OC(C)(C)C)=O)C(OC(C)(C)C)=O)=O

Description

This chiral dipeptide scaffold features a (R)-di-tert-butyl ester configuration paired with an (S)-4-amino-5-tert-butoxy-5-oxopentanamido moiety, delivering enhanced stability and solubility in organic media. The protected amine and ester functionalities enable direct incorporation into peptide synthesis workflows without side-reaction interference.

Application

(R)-di-tert-butyl 2-((S)-4-amino-5-tert-butoxy-5-oxopentanamido)pentanedioate serves as a chiral building block for the synthesis of bioactive peptides and heterocyclic scaffolds. Its tert-butyl ester groups offer bench stability and ease of deprotection, while the amino and carbonyl functionalities enable selective coupling reactions. The molecule functions effectively in standard amide bond formation protocols and supports orthogonal protection strategies in complex molecule assembly.

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

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Computational Chemistry Data

TPSA 134.02
LogP 2.384
H_Acceptors 8
H_Donors 2
Rotatable_Bonds 9

Other Classifications

Life Science Amino Acids and their Derivatives Glutamine and derivatives

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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(R)-di-tert-butyl 2-((S)-4-amino-5-tert-butoxy-5-oxopentanamido)pentanedioate

CAS No. 145817-20-5

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