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Boc-Orn(Z)-OH
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CAS No. 2480-93-5
- Cat. No. CS-W011808
- Purity≥97%
- MDL No.MFCD00038259
*For research and further manufacturing use only, not for direct human use.
Structure of 2480-93-5
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General Information
- CAS No. 2480-93-5
- Cat. No. CS-W011808
- Purity ≥97%
- MDL No. MFCD00038259
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₈H₂₆N₂O₆
- Molecular Weight 366.41
- Synonym(s) Nα-Boc-Nδ-Cbz-L-ornithine
- SMILES O=C(O)[C@H](CCCNC(OCC1=CC=CC=C1)=O)NC(OC(C)(C)C)=O
Description
Boc-Orn(Z)-OH is a protected ornithine derivative featuring a benzylidene imine (Z) isomer and a tert-butoxycarbonyl group. This configuration enables selective incorporation into peptide chains under mild deprotection conditions, offering enhanced stability during synthesis workflows. The Z-configuration ensures defined stereochemistry at the side chain, critical for maintaining structural fidelity in complex peptide architectures.
Application
Boc-Orn(Z)-OH serves as a key building block in peptide synthesis, enabling the selective introduction of protected ornithine residues. The Boc group provides robust protection of the α-amino function, while the Z (benzyloxycarbonyl) moiety safeguards the side-chain amine. This dual protection facilitates orthogonal deprotection strategies and supports efficient coupling in solid-phase and solution-phase syntheses. The compound exhibits excellent bench stability and is compatible with standard activation protocols, making it a reliable choice for constructing bioactive peptides and heterocyclic scaffolds.
Synthesis
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References
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Feldman Tetrahedron Letters, 1991 , vol. 32, # 7 p. 875 - 878
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Route2
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In-stock
70-26-8 - ~%
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In-stock
2480-93-5
References
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Chemical Communications, , # 8 p. 717 - 718
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Route3
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501-53-1 - ~%
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In-stock
2480-93-5
References
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Chemical Communications, , # 8 p. 717 - 718
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Safety Information
Download SDS|
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-P280-P302+P352
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Quality Control
Computational Chemistry Data
- TPSA 113.96
- LogP 2.6709
- H_Acceptors 5
- H_Donors 3
- Rotatable_Bonds 8
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