Lot numbers can be found on the outside label of a product:
tert-Butyl (2-oxocyclopentyl)carbamate
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CAS No. 477585-30-1
- Cat. No. CS-0047374
- Purity≥97%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 477585-30-1
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General Information
- CAS No. 477585-30-1
- Cat. No. CS-0047374
- Purity ≥97%
- MDL No. None
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₁₇NO₃
- Molecular Weight 199.25
- Synonym(s) tert-butyl N-(2-oxocyclopentyl)carbamate
- SMILES O=C(NC1C(CCC1)=O)OC(C)(C)C
Description
tert-Butyl (2-oxocyclopentyl)carbamate features a cyclopentanone-derived scaffold with a robust tert-butyl carbamate protecting group. This combination enables selective functionalization at the carbonyl position while maintaining stability under standard reaction conditions. The protected ketone facilitates downstream transformations in complex molecule synthesis, particularly in medicinal chemistry and natural product derivatization workflows.
Application
tert-Butyl (2-oxocyclopentyl)carbamate serves as a versatile synthon in synthetic organic chemistry, enabling efficient access to cyclopentanone-derived scaffolds. The carbamate group provides stable protection for amines while the ketone functionality supports downstream transformations such as enolate formation, reductive amination, and nucleophilic addition. Its bench-stable nature and compatibility with standard purification methods make it a practical choice for iterative synthesis and heterocycle construction in medicinal chemistry workflows.
Synthesis
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Route1
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In-stock
454170-16-2 - ~%
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In-stock
477585-30-1
References
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MERCK and CO., INC.; SUNESIS PHARMACEUTICALS, INC. Patent: WO2007/11810 A1, 2007 ; Location in patent: Page/Page column 29-30 ; WO 2007/011810 A1
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Route2
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In-stock
24424-99-5 - ~%
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In-stock
477585-30-1
References
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Sheppeck II, James E.; Gilmore, John L.; Yang, Anle; Chen, Xiao-Tao; Xue, Chu-Biao; Roderick, John; Liu, Rui-Qin; Covington, Maryanne B.; Decicco, Carl P.; Duan, James J.-W. Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 5 p. 1413 - 1417
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Route3
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33092-86-3 - ~%
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In-stock
477585-30-1
References
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Sheppeck II, James E.; Gilmore, John L.; Yang, Anle; Chen, Xiao-Tao; Xue, Chu-Biao; Roderick, John; Liu, Rui-Qin; Covington, Maryanne B.; Decicco, Carl P.; Duan, James J.-W. Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 5 p. 1413 - 1417
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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
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Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501
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Quality Control
Computational Chemistry Data
- TPSA 55.4
- LogP 1.6327
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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