Lot numbers can be found on the outside label of a product:
tert-Butyl N-(2,6-dioxopiperidin-3-yl)carbamate
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CAS No. 31140-42-8
- Cat. No. CS-0036724
- Purity≥95%
- MDL No.MFCD08275101
*For research and further manufacturing use only, not for direct human use.
Structure of 31140-42-8
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General Information
- CAS No. 31140-42-8
- Cat. No. CS-0036724
- Purity ≥95%
- MDL No. MFCD08275101
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₁₆N₂O₄
- Molecular Weight 228.25
- Synonym(s) None
- SMILES CC(C)(C)OC(=NC1CCC(=NC1=O)O)O
Description
tert-Butyl N-(2,6-dioxopiperidin-3-yl)carbamate features a stable carbamate protecting group flanked by two ketone functionalities, enabling selective functionalization in complex molecular scaffolds. This bench-stable reagent integrates readily into peptide and heterocyclic synthesis workflows, offering efficient access to piperidinone derivatives under standard conditions.
Application
tert-Butyl N-(2,6-dioxopiperidin-3-yl)carbamate serves as a versatile synthon in peptide and heterocyclic synthesis, enabling efficient access to piperidine-based scaffolds. Its stability under standard reaction conditions facilitates selective functionalization at the 3-position, while the orthogonal carbamate protection allows for sequential transformations. The molecule functions effectively in amide coupling, nucleophilic displacement, and cyclization reactions, supporting scalable routes to bioactive compounds and pharmaceutical intermediates.
Synthesis
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Route1
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In-stock
13726-85-7 - ~76%
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In-stock
31140-42-8
References
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Stewart, Scott G.; Braun, Carlos J.; Ng, Sze-Ling; Polomska, Marta E.; Karimi, Mahdad; Abraham, Lawrence J. Bioorganic and Medicinal Chemistry, 2010 , vol. 18, # 2 p. 650 - 662
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Route2
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85535-45-1 - ~91%
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In-stock
31140-42-8
References
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Nakamura, Takanori; Noguchi, Tomomi; Kobayashi, Hisayoshi; Miyachi, Hiroyuki; Hashimoto, Yuichi Chemical and Pharmaceutical Bulletin, 2006 , vol. 54, # 12 p. 1709 - 1714 Title/Abstract Full Text View citing articles Show Details Nakamura, Takanori; Noguchi, Tomomi; Miyachi, Hiroyuki; Hashimoto, Yuichi Chemical and Pharmaceutical Bulletin, 2007 , vol. 55, # 4 p. 651 - 654
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Route3
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In-stock
120341-33-5 - ~94%
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In-stock
31140-42-8
References
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Contino-Pepin, Christiane; Parat, Audrey; Perino, Sandrine; Lenoir, Christine; Vidal, Michel; Galons, Herve; Karlik, Stephen; Pucci, Bernard Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 3 p. 878 - 881
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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 91.48
- LogP 1.361
- H_Acceptors 3
- H_Donors 2
- Rotatable_Bonds 1
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Key Words
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