Lot numbers can be found on the outside label of a product:
1-Trityl-1H-imidazole-4-carbaldehyde
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CAS No. 33016-47-6
- Cat. No. CS-W020183
- Purity≥95%
- MDL No.MFCD02179554
*For research and further manufacturing use only, not for direct human use.
Structure of 33016-47-6
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General Information
- CAS No. 33016-47-6
- Cat. No. CS-W020183
- Purity ≥95%
- MDL No. MFCD02179554
- Storage -20°C, sealed storage, away from moisture
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₂₃H₁₈N₂O
- Molecular Weight 338.40
- Synonym(s) 4-Formyl-1-tritylimidazole
- SMILES O=CC1=CN(C=N1)C(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4
Description
1-Trityl-1H-imidazole-4-carbaldehyde features a trityl-protected imidazole scaffold with a reactive aldehyde group at the C4 position. This derivative enables selective functionalization in synthetic workflows, particularly in nucleoside and oligonucleotide chemistry, where the trityl moiety provides steric shielding and facilitates purification. The aldehyde group serves as a handle for conjugation or further derivatization under mild conditions.
Application
1-Trityl-1H-imidazole-4-carbaldehyde serves as a robust, bench-stable building block for the synthesis of imidazole-based heterocycles and bioactive scaffolds. Its trityl group provides excellent protection for the imidazole nitrogen, enabling selective functionalization at C4. The aldehyde functionality facilitates nucleophilic additions, reductive aminations, and coupling reactions with broad functional group tolerance, making it ideal for iterative synthesis in medicinal chemistry and combinatorial library development.
Synthesis
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Route1
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76-83-5 -
In-stock
3034-50-2 - ~98%
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In-stock
33016-47-6
References
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Fujimoto, Takuya; Tobisu, Mamoru; Konishi, Noriko; Kawamura, Masaki; Tada, Norio; Takagi, Terufumi; Kubo, Keiji Bioorganic and Medicinal Chemistry, 2009 , vol. 17, # 23 p. 7993 - 8002
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Route2
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In-stock
3034-50-2
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76-83-5
- ~98%
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In-stock
33016-47-6
References
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Zhu, Hugh Y.; Njoroge, F. George; Cooper, Alan B.; Guzi, Timothy; Rane, Dinanath F.; Minor, Keith P.; Doll, Ronald J.; Girijavallabhan, Viyyoor M.; Santhanam, Bama; Pinto, Patrick A.; Vibulbhan, Bancha; Keertikar, Kartik M.; Alvarez, Carmen S.; Baldwin, John J.; Li, Ge; Huang, Chia-Yu; James, Ray A.; Bishop, W. Robert; Wang, James J-S; Desai, Jagdish A. Patent: US2003/229099 A1, 2003 ; Location in patent: Page 269 ;
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Route3
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In-stock
33769-07-2 - ~93%
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In-stock
33016-47-6
References
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Lee, Kyung Joo; Joo, Keum Chan; Kim, Eun-Jung; Lee, Mijoon; Kim, Dong H. Bioorganic and Medicinal Chemistry, 1997 , vol. 5, # 10 p. 1989 - 1998
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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 34.89
- LogP 4.5358
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 5
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Key Words
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