Lot numbers can be found on the outside label of a product:
tert-Butyl 5-formylisoindoline-2-carboxylate
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CAS No. 253801-15-9
- Cat. No. CS-0120055
- Purity≥98%
- MDL No.MFCD16620879
*For research and further manufacturing use only, not for direct human use.
Structure of 253801-15-9
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General Information
- CAS No. 253801-15-9
- Cat. No. CS-0120055
- Purity ≥98%
- MDL No. MFCD16620879
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₄H₁₇NO₃
- Molecular Weight 247.29
- Synonym(s) N-BOC-5-FORMYLISOINDOLINE
- SMILES O=C(N1CC2=C(C=C(C=O)C=C2)C1)OC(C)(C)C
Description
tert-Butyl 5-formylisoindoline-2-carboxylate features a formyl group at the 5-position of an isoindoline scaffold, enabling direct functionalization in late-stage diversification. The tert-butyl ester enhances solubility and stability under standard conditions, while the electron-deficient imine moiety supports efficient coupling reactions. This compound serves as a key building block for heterocyclic libraries in medicinal chemistry.
Application
tert-Butyl 5-formylisoindoline-2-carboxylate serves as a versatile building block for the synthesis of isoindoline-based scaffolds prevalent in medicinal chemistry. The formyl group enables direct functionalization via nucleophilic additions, while the tert-butyl ester offers stability and facile deprotection under mild acidic conditions. Its compatibility with standard coupling and cyclization protocols facilitates efficient access to complex heterocycles and API intermediates.
Synthesis
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Route1
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In-stock
253801-14-8 - ~80%
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In-stock
253801-15-9
References
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Fray, M. Jonathan; Allen, Paul; Bradley, Paul R.; Challenger, Clare E.; Closier, Michael; Evans, Tim J.; Lewis, Mark L.; Mathias, John P.; Nichols, Carly L.; Po-Ba, Yvonne M.; Snow, Hayley; Stefaniak, Mark H.; Vuong, Hannah V. Tetrahedron, 2006 , vol. 62, # 29 p. 6869 - 6875
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Route2
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In-stock
24424-99-5 - ~%
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In-stock
253801-15-9
References
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Fray, M. Jonathan; Allen, Paul; Bradley, Paul R.; Challenger, Clare E.; Closier, Michael; Evans, Tim J.; Lewis, Mark L.; Mathias, John P.; Nichols, Carly L.; Po-Ba, Yvonne M.; Snow, Hayley; Stefaniak, Mark H.; Vuong, Hannah V. Tetrahedron, 2006 , vol. 62, # 29 p. 6869 - 6875
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Route3
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127168-98-3 - ~%
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In-stock
253801-15-9
References
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Fray, M. Jonathan; Allen, Paul; Bradley, Paul R.; Challenger, Clare E.; Closier, Michael; Evans, Tim J.; Lewis, Mark L.; Mathias, John P.; Nichols, Carly L.; Po-Ba, Yvonne M.; Snow, Hayley; Stefaniak, Mark H.; Vuong, Hannah V. Tetrahedron, 2006 , vol. 62, # 29 p. 6869 - 6875
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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
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Precautionary Statements : P264-P270-P330-P501
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Quality Control
Computational Chemistry Data
- TPSA 46.61
- LogP 2.7498
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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