Lot numbers can be found on the outside label of a product:
tert-Butyl 4-formylbenzylcarbamate
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CAS No. 156866-52-3
- Cat. No. CS-W018593
- Purity≥95%
- MDL No.MFCD06659090
*For research and further manufacturing use only, not for direct human use.
Structure of 156866-52-3
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General Information
- CAS No. 156866-52-3
- Cat. No. CS-W018593
- Purity ≥95%
- MDL No. MFCD06659090
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₃H₁₇NO₃
- Molecular Weight 235.28
- Synonym(s) tert-butyl N-[(4-formylphenyl)methyl]carbamate
- SMILES C(=O)C1=CC=C(CNC(OC(C)(C)C)=O)C=C1
Description
tert-Butyl 4-formylbenzylcarbamate features a benzylcarbamate scaffold with a para-formyl substituent, enabling direct functionalization in synthetic workflows. The tert-butyl group provides stability and ease of removal under mild acidic conditions. This compound serves as a protected amino aldehyde handle for iterative coupling strategies in peptide and heterocycle synthesis.
Application
tert-Butyl 4-formylbenzylcarbamate serves as a versatile building block in medicinal chemistry, enabling efficient access to functionalized aryl scaffolds. The formyl group facilitates direct transformations such as reductive amination, Ugi-type condensations, and nucleophilic additions, while the tert-butyl carbamate moiety provides stable protection under standard conditions. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for iterative synthesis workflows and late-stage functionalization strategies.
Synthesis
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Route1
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In-stock
123986-64-1 - ~99%
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In-stock
156866-52-3
References
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LIGHTSHIP MEDICAL LIMITED; JAMES, Tony; BARWELL, Nicholas, Paul Patent: WO2012/95628 A1, 2012 ; Location in patent: Page/Page column 18-19 ;
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Route2
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314732-37-1 - ~83%
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In-stock
156866-52-3
References
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YALE UNIVERSITY; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CAMBRIDGE ENTERPRISE LIMITED UNIVERSITY OF CAMBRIDGE; CREWS, Craig, M.; BUCKLEY, Dennis; CIULLI, Alessio; JORGENSEN, William; GAREISS, Peter, C.; MOLLE, Inge, Van; GUSTAFSON, Jeffrey; TAE, Hyun-Seop; MICHEL, Julien; HOYER, Dentin, Wade; ROTH, Anke, G.; HARLING, John, David; SMITH, Ian Edward, David; MIAH, Afjal, Hussain; CAMPOS, Sebastian, Andre; LE, Joelle Patent: WO2013/106646 A2, 2013 ; Location in patent: Page/Page column 78 ;
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Route3
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56-91-7 -
In-stock
24424-99-5 - ~%
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In-stock
156866-52-3
References
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US2003/232860 A1, ; Page 13 ;
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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 55.4
- LogP 2.5238
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 3
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Key Words
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