Lot numbers can be found on the outside label of a product:
tert-butyl cyclopent-3-en-1-ylcarbamate
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CAS No. 193751-54-1
- Cat. No. CS-W004635
- Purity≥97%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 193751-54-1
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General Information
- CAS No. 193751-54-1
- Cat. No. CS-W004635
- Purity ≥97%
- MDL No. None
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₁₇NO₂
- Molecular Weight 183.25
- Synonym(s) N-1-Boc-Amino-3-cyclopentene
- SMILES CC(C)(C)OC(=O)NC1CC=CC1
Description
tert-Butyl cyclopent-3-en-1-ylcarbamate serves as a stable, moisture-tolerant protecting group for primary amines in complex synthesis. The carbamate moiety integrates readily into iterative coupling sequences, while the cyclopentenyl scaffold provides rigidity and predictable stereochemical outcomes. This derivative facilitates efficient deprotection under mild acidic conditions, enabling seamless access to functionalized intermediates in medicinal chemistry and natural product synthesis.
Application
tert-Butyl cyclopent-3-en-1-ylcarbamate serves as a versatile building block for the synthesis of functionalized cyclopentane derivatives. The carbamate group provides excellent stability and ease of removal under mild acidic conditions, while the conjugated diene system enables participation in Diels-Alder reactions and transition-metal-catalyzed couplings. Its bench-stable nature and compatibility with common protecting group strategies make it ideal for iterative synthetic sequences in medicinal chemistry and natural product synthesis.
Synthesis
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Route1
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1018908-86-5 - ~52%
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In-stock
193751-54-1
References
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NORTHWESTERN UNIVERSITY Patent: WO2008/42353 A1, 2008 ; Location in patent: Page/Page column 24 ;
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Route2
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In-stock
7686-77-3 - ~%
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In-stock
193751-54-1
References
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US5998398 A1, ;
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References
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Ji, Haitao; Stanton, Benjamin Z.; Igarashi, Jotaro; Li, Huiying; Martasek, Pavel; Roman, Linda J.; Poulos, Thomas L.; Silverman, Richard B. Journal of the American Chemical Society, 2008 , vol. 130, # 12 p. 3900 - 3914
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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 38.33
- LogP 2.2297
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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