Lot numbers can be found on the outside label of a product:
(S)-5-Methylpyrrolidin-2-one
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CAS No. 1558-60-7
- Cat. No. CS-0046594
- Purity≥97%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 1558-60-7
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General Information
- CAS No. 1558-60-7
- Cat. No. CS-0046594
- Purity ≥97%
- MDL No. None
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₅H₉NO
- Molecular Weight 99.13
- Synonym(s) 2-Pyrrolidinone, 5-methyl-, (5S)-
- SMILES O=C1CC[C@H](C)N1
Description
(S)-5-Methylpyrrolidin-2-one is a chiral lactam featuring a stereodefined methyl group at the 5-position, enhancing its utility in asymmetric synthesis. This bench-stable, moisture-tolerant heterocycle serves as a privileged scaffold in medicinal chemistry, integrating readily into bioactive molecules through selective functionalization at the carbonyl and C5 sites.
Application
(S)-5-Methylpyrrolidin-2-one serves as a valuable chiral building block in medicinal chemistry, enabling efficient access to bioactive heterocycles. Its stable pyrrolidinone core exhibits favorable functional group tolerance and facilitates stereoselective transformations. The molecule functions effectively in coupling reactions and acts as a key scaffold for the synthesis of pharmaceutical intermediates under standard bench conditions.
Synthesis
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Route1
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In-stock
98612-60-3 - ~59%
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In-stock
1558-60-7
References
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Mandal, Amit K.; Hines, John; Kuramochi, Kouji; Crews, Craig M. Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 18 p. 4043 - 4047
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Route2
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1383814-96-7 - ~92%
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In-stock
1558-60-7
References
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Rajender Reddy, Leleti; Prasad, Kapa; Prashad, Mahavir Journal of Organic Chemistry, 2012 , vol. 77, # 14 p. 6296 - 6301
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Route3
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108-27-0
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In-stock
21395-93-7 -
In-stock
1558-60-7
References
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Bortolini, Olga; Fogagnolo, Marco; Fantin, Giancarlo; Medici, Alessandro Chemistry Letters, 2003 , vol. 32, # 3 p. 206 - 207
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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 : H315-H319-H335
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Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 29.1
- LogP 0.2849
- H_Acceptors 1
- H_Donors 1
- Rotatable_Bonds 0
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Key Words
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