Lot numbers can be found on the outside label of a product:
tert-Butyl (4-acetylphenyl)carbamate
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CAS No. 232597-42-1
- Cat. No. CS-0155090
- Purity≥95%
- MDL No.MFCD09817646
*For research and further manufacturing use only, not for direct human use.
Structure of 232597-42-1
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General Information
- CAS No. 232597-42-1
- Cat. No. CS-0155090
- Purity ≥95%
- MDL No. MFCD09817646
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₃H₁₇NO₃
- Molecular Weight 235.28
- Synonym(s) (4-Acetyl-phenyl)-carbamic acid tert-butyl ester
- SMILES CC(=O)C1=CC=C(C=C1)NC(=O)OC(C)(C)C
Description
tert-Butyl (4-acetylphenyl)carbamate features a para-acetyl-substituted phenyl group linked to a tert-butyl carbamate handle, enabling selective protection of primary amines in peptide synthesis. The acetyl moiety imparts moderate electron-withdrawing character, enhancing stability under standard conditions while maintaining compatibility with orthogonal deprotection protocols.
Application
tert-Butyl (4-acetylphenyl)carbamate serves as a stable, bench-ready precursor for the introduction of acetyl-substituted aniline motifs in synthetic workflows. The carbamate group enables orthogonal protection of anilines, while the para-acetyl functionality offers direct access to electron-deficient aryl building blocks. It participates reliably in standard coupling reactions and reductive transformations, facilitating efficient construction of heterocyclic scaffolds and pharmaceutical intermediates with high functional group tolerance and ease of purification.
Synthesis
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Route1
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In-stock
24424-99-5 -
99-92-3 - ~10%
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In-stock
232597-42-1
References
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Streit, Ursula; Birbaum, Frederic; Quattropani, Anna; Bochet, Christian G. Journal of Organic Chemistry, 2013 , vol. 78, # 14 p. 6890 - 6910
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Route2
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In-stock
49647-20-3 -
75-65-0 - ~%
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In-stock
232597-42-1
References
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EP1443047 A1, ; Page 107-108 ;
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Route3
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In-stock
4248-19-5 -
99-91-2
- ~88%
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In-stock
232597-42-1
References
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Qin, Lijin; Cui, Hongmeng; Zou, Dapeng; Li, Jingya; Wu, Yangjie; Zhu, Zhiwu; Wu, Yusheng Tetrahedron Letters, 2010 , vol. 51, # 33 p. 4445 - 4448
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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 3.2362
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 2
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Key Words
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