Lot numbers can be found on the outside label of a product:
1-Cbz-azetidine-3-carboxylic acid
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CAS No. 97628-92-7
- Cat. No. CS-W004868
- Purity≥97%
- MDL No.MFCD09027504
*For research and further manufacturing use only, not for direct human use.
Structure of 97628-92-7
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General Information
- CAS No. 97628-92-7
- Cat. No. CS-W004868
- Purity ≥97%
- MDL No. MFCD09027504
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₁₃NO₄
- Molecular Weight 235.24
- Synonym(s) None
- SMILES C(=O)(OCC1=CC=CC=C1)N2CC(C2)C(=O)O
Description
1-Cbz-azetidine-3-carboxylic acid delivers a rigid, strained azetidine scaffold with enhanced stability and solubility. The Cbz protecting group enables seamless incorporation into peptide chains and synthetic intermediates. This bench-stable derivative supports efficient access to bioactive heterocycles in medicinal chemistry and drug discovery workflows.
Application
1-Cbz-azetidine-3-carboxylic acid serves as a versatile chiral building block in medicinal chemistry, enabling efficient access to constrained peptidomimetics and heterocyclic scaffolds. The Cbz group provides robust protection of the amine, allowing selective functionalization at the carboxylic acid while maintaining stability under standard synthetic conditions. Its strained azetidine ring enhances conformational rigidity, facilitating improved target binding affinity and metabolic stability in drug discovery applications.
Synthesis
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References
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BRISTOL-MYERS SQUIBB COMPANY; PITTS, William, J.; DYCKMAN, Alaric, J.; SPERGEL, Steven, H.; WATTERSON, Scott, Hunter Patent: WO2010/85582 A1, 2010 ; Location in patent: Page/Page column 38 ; WO 2010/085582 A1
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Route2
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In-stock
757239-60-4 - ~98%
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In-stock
97628-92-7
References
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MERCK SHARP and DOHME CORP.; COX, Christopher, D.; BESHORE, Douglas, C.; KIM, June, J.; KUDUK, Scott, D.; MCVEAN, Carol; REGER, Thomas; SHEEN, Justin Patent: WO2013/52395 A1, 2013 ; Location in patent: Paragraph 38; 39 ;
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Route3
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In-stock
36476-78-5 -
501-53-1 - ~99%
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In-stock
97628-92-7
References
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MERCK SHARP and DOHME LIMITED Patent: WO2004/78750 A1, 2004 ; Location in patent: Page 81 ; WO 2004/078750 A1
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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-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 66.84
- LogP 1.3396
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 3
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Key Words
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