Lot numbers can be found on the outside label of a product:
(2R,4R)-Ethyl 4-methylpiperidine-2-carboxylate
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CAS No. 74892-82-3
- Cat. No. CS-0054081
- Purity≥95%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 74892-82-3
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General Information
- CAS No. 74892-82-3
- Cat. No. CS-0054081
- Purity ≥95%
- MDL No. None
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₁₇NO₂
- Molecular Weight 171.24
- Synonym(s) Ethyl(2R,4R)-4-methyl-2-piperidinecarboxylate
- SMILES O=C([C@@H]1NCC[C@@H](C)C1)OCC
Description
This chiral piperidine ester features a stereodefined (2R,4R) core, enabling precise asymmetric synthesis. The ethyl ester group facilitates straightforward derivatization, while the methyl substitution enhances steric control and metabolic stability. This scaffold integrates efficiently into complex molecular architectures requiring defined stereochemistry and robust functional handles.
Application
(2R,4R)-Ethyl 4-methylpiperidine-2-carboxylate serves as a stereochemically defined chiral building block for the synthesis of bioactive molecules, enabling efficient access to piperidine-based scaffolds. Its functional group tolerance and bench-stable nature facilitate straightforward derivatization in standard organic transformations, including amine alkylation and reduction, supporting applications in medicinal chemistry and process development.
Synthesis
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Route1
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198641-56-4 - ~45%
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In-stock
74892-82-3
References
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Ferraboschi, Patrizia; Mieri, Maria De; Grisenti, Paride; Lotz, Matthias; Nettekoven, Ulrike Tetrahedron Asymmetry, 2011 , vol. 22, # 16-17 p. 1626 - 1631
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Route2
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131278-84-7
- ~90%
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In-stock
74892-82-3
References
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LUNDBECK PHARMACEUTICALS ITALY S.P.A.; Stivanello, Mariano; Huber, Florian Anton Martin; Ricci, Antonio Patent: US2014/88310 A1, 2014 ; Location in patent: Paragraph 0090 ;
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Route3
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134984-62-6
- ~%
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In-stock
74892-82-3
References
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Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), , # 5 p. 1337 - 1340
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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 : H227-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 38.33
- LogP 0.9376
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 2
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Key Words
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