Lot numbers can be found on the outside label of a product:
Boc-Oic-OH
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CAS No. 109523-13-9
- Cat. No. CS-0154803
- Purity≥97%
- MDL No.MFCD09750486
*For research and further manufacturing use only, not for direct human use.
Structure of 109523-13-9
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General Information
- CAS No. 109523-13-9
- Cat. No. CS-0154803
- Purity ≥97%
- MDL No. MFCD09750486
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₄H₂₃NO₄
- Molecular Weight 269.34
- Synonym(s) Boc-L-Octahydroindole-2-carboxylic acid
- SMILES CC(C)(C)OC(=O)N1[C@H]2CCCC[C@H]2C[C@H]1C(=O)O
Description
Boc-Oic-OH features a protected isoleucine residue with a terminal hydroxyl group, enabling direct incorporation into peptide chains without side-chain interference. The tert-butoxycarbonyl (Boc) group ensures stable protection under standard conditions, while the pendant OH facilitates downstream derivatization or conjugation in synthetic workflows.
Application
Boc-Oic-OH serves as a stable, bench-ready building block for the synthesis of bioactive peptides and heterocyclic scaffolds. The Boc-protected ornithine derivative enables straightforward incorporation into peptide chains via standard coupling protocols, offering excellent functional group tolerance and ease of purification. Its orthogonal protection profile facilitates selective deprotection in multi-step syntheses, making it a reliable choice for medicinal chemistry campaigns requiring precise side-chain manipulation.
Synthesis
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Route1
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In-stock
24424-99-5 -
80875-98-5 - ~99%
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In-stock
109523-13-9
References
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WARNER-LAMBERT COMPANY LLC Patent: WO2004/92132 A1, 2004 ; Location in patent: Page 85 ;
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Route2
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960529-90-2 - ~97%
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In-stock
109523-13-9
References
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Sayago, Francisco J.; Jimenez, Ana I.; Cativiela, Carlos Tetrahedron Asymmetry, 2007 , vol. 18, # 19 p. 2358 - 2364
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Route3
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365973-21-3
- ~84%
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In-stock
109523-13-9
References
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Hanessian, Stephen; Ersmark, Karolina; Wang, Xiaotian; Del Valle, Juan R.; Blomberg, Niklas; Xue, Yafeng; Fjellstroem, Ola Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 12 p. 3480 - 3485
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS05
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Signal Word : Danger
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UN#: 3261
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Class : 8
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Packing Group : Ⅲ
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Hazard Statements : H290-H314
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Precautionary Statements : P234-P260-P264-P280-P301+P330+P331-P304+P340-P363-P390-P405-P406-P501
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Quality Control
Computational Chemistry Data
- TPSA 66.84
- LogP 2.6392
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 1
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