Lot numbers can be found on the outside label of a product:
(S)-1-Benzyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate
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CAS No. 16217-15-5
- Cat. No. CS-0055123
- Purity≥96%
- MDL No.MFCD09608116
*For research and further manufacturing use only, not for direct human use.
Structure of 16217-15-5
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General Information
- CAS No. 16217-15-5
- Cat. No. CS-0055123
- Purity ≥96%
- MDL No. MFCD09608116
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₄H₁₅NO₅
- Molecular Weight 277.27
- Synonym(s) None
- SMILES O=C(N1[C@H](C(OC)=O)CC(C1)=O)OCC2=CC=CC=C2
Description
(S)-1-Benzyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate features a chiral pyrrolidine core with orthogonal functional handles: a benzyl ester and a methyl-substituted carbonyl. This configuration enables selective derivatization in asymmetric synthesis, particularly for peptidomimetics and nitrogen-containing heterocycles. The compound exhibits bench-stable handling characteristics and compatibility with standard amine coupling protocols.
Application
(S)-1-Benzyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate serves as a versatile chiral building block in asymmetric synthesis, enabling efficient access to pyrrolidine-based scaffolds. Its defined stereochemistry and orthogonal functional groups facilitate selective transformations, including reductive amination and nucleophilic substitution, while its bench-stable nature supports straightforward handling and purification in medicinal chemistry workflows.
Synthesis
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Route1
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In-stock
64187-48-0 - ~81%
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In-stock
16217-15-5
References
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Ganellin, C. Robin; Bishop, Paul B.; Bambal, Ramesh B.; Chan, Suzanne M. T.; Leblond, Bertrand; Moore, Andrew N. J.; Zhao, Lihua; Bourgeat, Pierre; Rose, Christiane; Vargas, Froylan; Schwartz, Jean-Charles Journal of Medicinal Chemistry, 2005 , vol. 48, # 23 p. 7333 - 7342
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Route2
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186581-53-3 -
In-stock
64187-47-9 - ~%
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In-stock
16217-15-5
References
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Journal of Medicinal Chemistry, , vol. 33, # 5 p. 1459 - 1469
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Route3
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67-56-1
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In-stock
64187-47-9
- ~%
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In-stock
16217-15-5
References
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Smith, Elisabeth M.; Swiss, Gerald F.; Neustadt, Bernard R.; Gold, Elijah H.; Sommer, Jane A.; et al. Journal of Medicinal Chemistry, 1988 , vol. 31, # 4 p. 875 - 885
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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 72.91
- LogP 1.1396
- H_Acceptors 5
- H_Donors 0
- Rotatable_Bonds 3
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Key Words
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