Lot numbers can be found on the outside label of a product:
tert-Butyl (2-methylbut-3-yn-2-yl)carbamate
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CAS No. 113486-06-9
- Cat. No. CS-0158581
- Purity≥98%
- MDL No.MFCD16036595
*For research and further manufacturing use only, not for direct human use.
Structure of 113486-06-9
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General Information
- CAS No. 113486-06-9
- Cat. No. CS-0158581
- Purity ≥98%
- MDL No. MFCD16036595
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₁₇NO₂
- Molecular Weight 183.25
- Synonym(s) Tert-butyl 2-methylbut-3-YN-2-ylcarbamate
- SMILES C#CC(C)(NC(OC(C)(C)C)=O)C
Description
tert-Butyl (2-methylbut-3-yn-2-yl)carbamate is a bench-stable, moisture-tolerant protecting group for primary amines, featuring a sterically hindered tert-butyl carbamate moiety linked to a terminal alkyne. This combination enables efficient copper-catalyzed coupling reactions and facilitates orthogonal protection in complex molecule synthesis.
Application
tert-Butyl (2-methylbut-3-yn-2-yl)carbamate serves as a stable, bench-friendly building block for alkyne-based transformations in synthetic organic chemistry. Its terminal alkyne functionality enables efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC) and other transition-metal-mediated coupling reactions. The tert-butyl carbamate group provides excellent stability under basic conditions and facilitates straightforward deprotection with acid, enabling sequential functionalization in complex molecule synthesis.
Synthesis
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Route1
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In-stock
24424-99-5 -
2978-58-7 - ~92%
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In-stock
113486-06-9
References
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Francavilla, Charles; Low, Eddy; Nair, Satheesh; Kim, Bum; Shiau, Timothy P.; Debabov, Dmitri; Celeri, Chris; Alvarez, Nichole; Houchin, Ashley; Xu, Ping; Najafi, Ron; Jain, Rakesh Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 10 p. 2731 - 2734
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Route2
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109608-77-7
- ~%
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In-stock
113486-06-9
References
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AXYS PHARMACEUTICALS, INC. Patent: WO2005/19174 A1, 2005 ; Location in patent: Page/Page column 52-53 ;
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Route3
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In-stock
4202-14-6 -
109608-77-7
- ~%
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In-stock
113486-06-9
References
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Rajagopal, Basker; Chen, Ying-Yu; Chen, Chun-Chi; Liu, Xuan-Yu; Wang, Huei-Ren; Lin, Po-Chiao Journal of Organic Chemistry, 2014 , vol. 79, # 3 p. 1254 - 1264
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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 : H303-H315-H319-H335
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Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 38.33
- LogP 1.9229
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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