Lot numbers can be found on the outside label of a product:
tert-Butyl (2S)-2-(4-bromo-1H-imidazol-2-yl)pyrrolidine-1-carboxylate
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CAS No. 1007882-59-8
- Cat. No. CS-M3324
- Purity≥95%
- MDL No.MFCD16620748
*For research and further manufacturing use only, not for direct human use.
Structure of 1007882-59-8
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General Information
- CAS No. 1007882-59-8
- Cat. No. CS-M3324
- Purity ≥95%
- MDL No. MFCD16620748
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₁₈BrN₃O₂
- Molecular Weight 316.19
- Synonym(s) (S)-tert-Butyl 2-(5-bromo-1H-imidazol-2-yl)pyrrolidine-1-carboxylate
- SMILES BrC1=CN=C([C@H]2N(C(OC(C)(C)C)=O)CCC2)N1
Description
tert-Butyl (2S)-2-(4-bromo-1H-imidazol-2-yl)pyrrolidine-1-carboxylate features a chiral pyrrolidine core bearing a brominated imidazole moiety, enabling direct incorporation into bioactive scaffolds. The tert-butyl carbamate group provides stability and facilitates convenient deprotection under mild acidic conditions. This compound serves as a key building block for targeted synthesis in medicinal chemistry and chemical biology.
Application
tert-Butyl (2S)-2-(4-bromo-1H-imidazol-2-yl)pyrrolidine-1-carboxylate serves as a versatile chiral building block for the synthesis of bioactive heterocycles. The imidazole moiety enables robust coupling and functionalization, while the pyrrolidine scaffold provides conformational rigidity and enhanced solubility. Its tert-butyl carbamate group offers excellent bench stability and facilitates straightforward deprotection under mild acidic conditions. This compound functions effectively in standard cross-coupling and cyclization protocols, making it well-suited for medicinal chemistry campaigns targeting kinase inhibitors and CNS-active molecules.
Synthesis
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Route1
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In-stock
1007882-58-7 - ~30%
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In-stock
1007882-59-8
References
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TIBOTEC PHARMACEUTICALS; VANDYCK, Koen; LAST, Stefaan Julien; HOUPIS, Ioannis Nicolaos; RABOISSON, Pierre Jean-Marie Bernard Patent: WO2011/54834 A1, 2011 ; Location in patent: Page/Page column 35 ;
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Route2
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In-stock
1240893-76-8 - ~%
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In-stock
1007882-59-8
References
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MERCK SHARP and DOHME CORP.; COBURN, Craig A.; WU, Hao; HU, Bin; ZHONG, Bin; WANG, Dahai; XU, Zaixu; SUN, Fei; JI, Tao; DAN, Zhigang Patent: WO2012/3642 A1, 2012 ; Location in patent: Example 3 ;
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Route3
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In-stock
69610-40-8 - ~%
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In-stock
1007882-59-8
References
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MERCK SHARP and DOHME CORP.; COBURN, Craig A.; WU, Hao; HU, Bin; ZHONG, Bin; WANG, Dahai; XU, Zaixu; SUN, Fei; JI, Tao; DAN, Zhigang Patent: WO2012/3642 A1, 2012 ;
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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 58.22
- LogP 3.2442
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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