Lot numbers can be found on the outside label of a product:
tert-Butyl 3-aminobenzylcarbamate
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CAS No. 147291-66-5
- Cat. No. CS-0042011
- Purity≥97%
- MDL No.MFCD04974010
*For research and further manufacturing use only, not for direct human use.
Structure of 147291-66-5
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General Information
- CAS No. 147291-66-5
- Cat. No. CS-0042011
- Purity ≥97%
- MDL No. MFCD04974010
- Storage 4°C, protect from light, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₁₈N₂O₂
- Molecular Weight 222.28
- Synonym(s) α-(tert-Butoxycarbonyl)amino-m-toluidine
- SMILES O=C(OC(C)(C)C)NCC1=CC=CC(N)=C1
Description
tert-Butyl 3-aminobenzylcarbamate features a protected amine group flanked by an electron-rich aromatic ring, enabling stable incorporation into complex peptide architectures. This bench-stable derivative serves as a key intermediate in the synthesis of bioactive molecules requiring site-specific functionalization.
Application
tert-Butyl 3-aminobenzylcarbamate serves as a versatile protecting group for primary amines in synthetic organic chemistry, enabling selective functionalization of aromatic amines. Its tert-butyl carbamate moiety provides excellent bench stability and facilitates orthogonal deprotection under mild acidic conditions. The compound functions as a key building block in the synthesis of substituted benzylamines, particularly in medicinal chemistry workflows where controlled amine handling is essential.
Synthesis
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Route1
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147291-65-4 - ~99%
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In-stock
147291-66-5
References
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GATEKEEPER PHARMACEUTICALS, INC.; GRAY, Nathanael, S.; ZHOU, Wenjun Patent: WO2011/140338 A1, 2011 ; Location in patent: Page/Page column 60-61 ;
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References
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TAKEDA CHEMICAL INDUSTRIES, LTD. Patent: WO2004/46107 A1, 2004 ; Location in patent: Page 233-234 ; WO 2004/046107 A1
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Route3
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In-stock
24424-99-5 - ~%
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In-stock
147291-66-5
References
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Bioorganic and Medicinal Chemistry, , vol. 11, # 19 p. 4189 - 4206
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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 64.35
- LogP 2.2935
- H_Acceptors 3
- H_Donors 2
- Rotatable_Bonds 2
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Key Words
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