Lot numbers can be found on the outside label of a product:
(2S,4R)-Methyl 4-(tert-butoxycarbonylamino)pyrrolidine-2-carboxylate
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CAS No. 473806-21-2
- Cat. No. CS-0055110
- Purity≥97%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 473806-21-2
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General Information
- CAS No. 473806-21-2
- Cat. No. CS-0055110
- Purity ≥97%
- MDL No. None
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₂₀N₂O₄
- Molecular Weight 244.29
- Synonym(s) O4-tert-Butyl O2-methyl (2S,4R)-pyrrolidine-2,4-dicarboxylate
- SMILES COC(=O)[C@@H]1C[C@H](CN1)NC(=O)OC(C)(C)C
Description
This chiral pyrrolidine derivative features a protected amino group and a methyl ester, enabling direct incorporation into peptide synthesis. The (2S,4R) stereochemistry ensures high diastereoselectivity in coupling reactions, while the tert-butoxycarbonyl group provides stability under standard conditions. This scaffold serves as a key building block for bioactive molecule construction.
Application
(2S,4R)-Methyl 4-(tert-butoxycarbonylamino)pyrrolidine-2-carboxylate serves as a stereochemically defined pyrrolidine building block for the synthesis of bioactive molecules. Its stable Boc-protected amine and ester functionality enable selective transformations, facilitating efficient access to peptidomimetics and heterocyclic scaffolds commonly found in medicinal chemistry campaigns.
Synthesis
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Route1
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In-stock
189215-90-5 - ~10%
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In-stock
473806-21-2
References
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Umashankara; Babu, I Ramesh; Ganesh, Krishna N Chemical communications (Cambridge, England), 2003 , # 20 p. 2606 - 2607
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Route2
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In-stock
64187-48-0 - ~%
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In-stock
473806-21-2
References
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Jordan, Stephan; Schwemler, Christoph; Kosch, Winfried; Kretschmer, Axel; Schwenner, Eckhardt; Stropp, Udo; Mielke, Burkhard Bioorganic and Medicinal Chemistry Letters, 1997 , vol. 7, # 6 p. 681 - 686
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Route3
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189215-89-2 - ~%
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In-stock
473806-21-2
References
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Jordan, Stephan; Schwemler, Christoph; Kosch, Winfried; Kretschmer, Axel; Schwenner, Eckhardt; Stropp, Udo; Mielke, Burkhard Bioorganic and Medicinal Chemistry Letters, 1997 , vol. 7, # 6 p. 681 - 686
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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-P280-P302+P352
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Quality Control
Computational Chemistry Data
- TPSA 76.66
- LogP 0.4146
- H_Acceptors 5
- H_Donors 2
- Rotatable_Bonds 2
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Key Words
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