Cas no 431052-49-2 (tert-butyl (2R)-azepane-2-carboxylate)
tert-butyl (2R)-azepane-2-carboxylate Chemical and Physical Properties
Names and Identifiers
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- 1H-Azepine-2-carboxylic acid, hexahydro-, 1,1-dimethylethyl ester, (2R)-
- (R)-Azepane-2-carboxylic acid tert-butyl ester
- tert-butyl (2R)-azepane-2-carboxylate
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- MDL: MFCD29077092
- Inchi: 1S/C11H21NO2/c1-11(2,3)14-10(13)9-7-5-4-6-8-12-9/h9,12H,4-8H2,1-3H3/t9-/m1/s1
- InChI Key: BJYRCNMUNXPDKL-SECBINFHSA-N
- SMILES: N1CCCCC[C@@H]1C(OC(C)(C)C)=O
tert-butyl (2R)-azepane-2-carboxylate Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Enamine | EN300-21647539-1g |
tert-butyl (2R)-azepane-2-carboxylate |
431052-49-2 | 1g |
$2203.0 | 2023-09-16 | ||
| Enamine | EN300-21647539-5g |
tert-butyl (2R)-azepane-2-carboxylate |
431052-49-2 | 5g |
$6390.0 | 2023-09-16 | ||
| Enamine | EN300-21647539-10g |
tert-butyl (2R)-azepane-2-carboxylate |
431052-49-2 | 10g |
$9474.0 | 2023-09-16 | ||
| Enamine | EN300-21647539-0.05g |
tert-butyl (2R)-azepane-2-carboxylate |
431052-49-2 | 0.05g |
$1851.0 | 2023-09-16 | ||
| Enamine | EN300-21647539-0.1g |
tert-butyl (2R)-azepane-2-carboxylate |
431052-49-2 | 0.1g |
$1939.0 | 2023-09-16 | ||
| Enamine | EN300-21647539-0.25g |
tert-butyl (2R)-azepane-2-carboxylate |
431052-49-2 | 0.25g |
$2027.0 | 2023-09-16 | ||
| Enamine | EN300-21647539-0.5g |
tert-butyl (2R)-azepane-2-carboxylate |
431052-49-2 | 0.5g |
$2115.0 | 2023-09-16 | ||
| Enamine | EN300-21647539-1.0g |
tert-butyl (2R)-azepane-2-carboxylate |
431052-49-2 | 1g |
$2203.0 | 2023-05-25 | ||
| Enamine | EN300-21647539-2.5g |
tert-butyl (2R)-azepane-2-carboxylate |
431052-49-2 | 2.5g |
$4319.0 | 2023-09-16 | ||
| Enamine | EN300-21647539-5.0g |
tert-butyl (2R)-azepane-2-carboxylate |
431052-49-2 | 5g |
$6390.0 | 2023-05-25 |
tert-butyl (2R)-azepane-2-carboxylate Related Literature
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M. Zeiger,N. J?ckel,P. Strubel,L. Borchardt,R. Reinhold,W. Nickel,J. Eckert,V. Presser,S. Kaskel J. Mater. Chem. A, 2015,3, 17983-17990
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Jacob S. Jordan,Evan R. Williams Analyst, 2021,146, 2617-2625
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Christopher J. Harrison,Kyle J. Berean,Enrico Della Gaspera,Jian Zhen Ou,Richard B. Kaner,Kourosh Kalantar-zadeh,Torben Daeneke Nanoscale, 2016,8, 16276-16283
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Gaurav J. Shah,Eric P.-Y. Chiou,Ming C. Wu,Chang-Jin “CJ” Kim Lab Chip, 2009,9, 1732-1739
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Joseph H. Bisesi,Tara Sabo-Attwood Environ. Sci.: Nano, 2014,1, 574-583
Additional information on tert-butyl (2R)-azepane-2-carboxylate
Tert-butyl (2R)-azepane-2-carboxylate: A Comprehensive Overview
The compound with CAS No. 431052-49-2, commonly referred to as tert-butyl (2R)-azepane-2-carboxylate, is a significant molecule in the field of organic chemistry and pharmaceutical research. This compound is a derivative of azepane, a seven-membered cyclic amine, and is characterized by its tert-butyl ester group and the specific stereochemistry at the second carbon atom, denoted by the (R) configuration. The molecule's structure makes it a versatile building block for various applications in drug discovery and chemical synthesis.
Recent advancements in chiral synthesis have highlighted the importance of tert-butyl (2R)-azepane-2-carboxylate in constructing complex molecular architectures. Researchers have employed this compound as a key intermediate in the synthesis of bioactive molecules, including potential drug candidates for treating neurological disorders and infectious diseases. Its unique stereochemistry allows for precise control over the spatial arrangement of substituents, which is crucial for optimizing pharmacokinetic properties such as bioavailability and metabolic stability.
The synthesis of tert-butyl (2R)-azepane-2-carboxylate typically involves multi-step processes that combine principles of stereochemistry and catalytic asymmetric synthesis. One notable approach involves the use of organocatalysts to induce high enantioselectivity during the formation of the azepane ring. This method not only enhances the efficiency of the synthesis but also aligns with current trends toward sustainable and environmentally friendly chemical processes.
In terms of applications, tert-butyl (2R)-azepane-2-carboxylate has shown promise in medicinal chemistry as a chiral auxiliary or a ligand in asymmetric catalysis. Its ability to participate in various coupling reactions, such as Suzuki-Miyaura and Buchwald-Hartwig couplings, has made it a valuable tool for constructing diverse libraries of compounds with defined stereochemistry. Furthermore, its compatibility with common protecting group strategies enables its integration into larger synthetic frameworks.
Recent studies have also explored the use of tert-butyl (2R)-azepane-2-carboxylate in peptide synthesis and macrocycle formation. Its rigid cyclic structure provides stability to peptide backbones, making it an attractive option for designing cyclic peptides with enhanced bioactivity. Additionally, its role in forming macrocyclic compounds has opened new avenues for developing supramolecular assemblies with applications in drug delivery and materials science.
The pharmacological evaluation of derivatives derived from tert-butyl (2R)-azepane-2-carboxylate has revealed interesting biological activities. For instance, certain analogs have demonstrated potent inhibitory effects on enzymes involved in neurodegenerative diseases, such as beta-secretase. These findings underscore the potential of this compound as a lead structure for developing therapeutic agents targeting complex biological systems.
In conclusion, tert-butyl (2R)-azepane-2-carboxylate stands out as a pivotal molecule in contemporary organic chemistry and drug discovery. Its unique structural features, coupled with advancements in synthetic methodologies, position it as a valuable asset for constructing bioactive molecules with tailored properties. As research continues to uncover new applications and optimizations, this compound will likely play an increasingly important role in both academic and industrial settings.
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