Cas no 136835-34-2 (2-(2,2-Dimethylcyclopropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane)
2-(2,2-Dimethylcyclopropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Chemical and Physical Properties
Names and Identifiers
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- 2-(2,2-dimethylcyclopropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
- PUPVNLBMNHIDFS-UHFFFAOYSA-N
- 1,1-Dimethylcyclopropyl-2-boronic acid pinacol ester
- 136835-34-2
- SY324263
- (2,2-Dimethylcyclopropyl)boronic acid pinacol ester
- PS-20752
- 2,2-Dimethylcyclopropylboronic Acid Pinanol Ester
- Z1726120272
- CS-0099884
- EN300-1720525
- MFCD23703842
- DA-11331
- SCHEMBL252577
- 2-(2,2-Dimethylcyclopropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
-
- MDL： MFCD23703842
- Inchi： 1S/C11H21BO2/c1-9(2)7-8(9)12-13-10(3,4)11(5,6)14-12/h8H,7H2,1-6H3
- InChI Key： PUPVNLBMNHIDFS-UHFFFAOYSA-N
- SMILES： O1B(C2CC2(C)C)OC(C)(C)C1(C)C
Computed Properties
- Exact Mass: 196.1634601g/mol
- Monoisotopic Mass: 196.1634601g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 2
- Heavy Atom Count: 14
- Rotatable Bond Count: 1
- Complexity: 242
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 1
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Topological Polar Surface Area: 18.5
2-(2,2-Dimethylcyclopropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| abcr | AB555739-250 mg |
(2,2-Dimethylcyclopropyl)boronic acid pinacol ester; . |
136835-34-2 | 250MG |
€686.10 | 2023-04-13 | ||
| abcr | AB555739-1 g |
(2,2-Dimethylcyclopropyl)boronic acid pinacol ester; . |
136835-34-2 | 1g |
€1,371.00 | 2023-02-01 | ||
| Chemenu | CM390197-1g |
2-(2,2-dimethylcyclopropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane |
136835-34-2 | 95%+ | 1g |
$913 | 2023-02-18 | |
| Chemenu | CM390197-5g |
2-(2,2-dimethylcyclopropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane |
136835-34-2 | 95%+ | 5g |
$2740 | 2023-02-18 | |
| Chemenu | CM390197-10g |
2-(2,2-dimethylcyclopropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane |
136835-34-2 | 95%+ | 10g |
$4566 | 2023-02-18 | |
| eNovation Chemicals LLC | Y1102294-100mg |
2-(2,2-dimethylcyclopropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane |
136835-34-2 | 97% | 100mg |
$245 | 2024-07-21 | |
| eNovation Chemicals LLC | Y1102294-250MG |
2-(2,2-dimethylcyclopropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane |
136835-34-2 | 97% | 250mg |
$375 | 2024-07-21 | |
| eNovation Chemicals LLC | Y1102294-500MG |
2-(2,2-dimethylcyclopropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane |
136835-34-2 | 97% | 500mg |
$630 | 2024-07-21 | |
| eNovation Chemicals LLC | Y1102294-1G |
2-(2,2-dimethylcyclopropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane |
136835-34-2 | 97% | 1g |
$945 | 2024-07-21 | |
| eNovation Chemicals LLC | Y1102294-5G |
2-(2,2-dimethylcyclopropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane |
136835-34-2 | 97% | 5g |
$2835 | 2024-07-21 |
2-(2,2-Dimethylcyclopropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Suppliers
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2-(2,2-Dimethylcyclopropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Related Literature
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Ivor Lon?ari? Phys. Chem. Chem. Phys., 2015,17, 9436-9445
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Xiaotong Feng,Lei Bian,Jie Ma,Lei Zhou,Xiayan Wang,Guangsheng Guo,Qiaosheng Pu Chem. Commun., 2019,55, 3963-3966
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Alexandre Vimont,Arnaud Travert,Philippe Bazin,Jean-Claude Lavalley,Marco Daturi,Christian Serre,Gérard Férey,Sandrine Bourrelly,Philip L. Llewellyn Chem. Commun., 2007, 3291-3293
Additional information on 2-(2,2-Dimethylcyclopropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Recent Advances in the Application of 2-(2,2-Dimethylcyclopropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS: 136835-34-2) in Chemical Biology and Pharmaceutical Research
The compound 2-(2,2-Dimethylcyclopropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS: 136835-34-2) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its unique structural properties and versatile applications. This boronic ester derivative is increasingly being utilized as a key intermediate in the synthesis of bioactive molecules, particularly in the development of boron-containing drugs and probes for biological studies. Recent studies have highlighted its role in Suzuki-Miyaura cross-coupling reactions, a cornerstone in modern medicinal chemistry for constructing complex molecular architectures.
One of the most notable advancements involves the use of this compound in the synthesis of novel proteasome inhibitors. Researchers have demonstrated that the boronic acid moiety, when released from the dioxaborolane scaffold, can effectively target the proteasome's active sites, offering potential therapeutic avenues for cancer treatment. A 2023 study published in the Journal of Medicinal Chemistry reported that derivatives of 136835-34-2 exhibited enhanced selectivity and potency against multiple myeloma cell lines, with minimal off-target effects. This finding underscores the compound's potential as a scaffold for next-generation anticancer agents.
In addition to its therapeutic applications, 2-(2,2-Dimethylcyclopropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane has been employed in the development of fluorescent probes for real-time imaging of cellular processes. A recent study in Chemical Science detailed the synthesis of a boron-doped fluorescent tag derived from this compound, which showed exceptional stability and brightness in live-cell imaging. The probe's ability to penetrate cell membranes and localize in specific organelles makes it a valuable tool for studying intracellular dynamics, particularly in neurodegenerative disease models.
From a synthetic chemistry perspective, advancements in the scalable production of 136835-34-2 have been reported. A 2024 patent application by a leading pharmaceutical company outlined an optimized, cost-effective synthesis route that reduces the use of hazardous reagents and improves yield. This development is critical for meeting the growing demand for this compound in both academic and industrial settings. Furthermore, computational studies have provided insights into the compound's reactivity patterns, enabling more efficient design of boronic acid-based therapeutics.
Looking forward, the unique properties of 2-(2,2-Dimethylcyclopropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane position it as a promising candidate for addressing several challenges in drug development, including improving drug delivery systems and enhancing target specificity. Ongoing research is exploring its potential in antibody-drug conjugates (ADCs) and as a building block for covalent inhibitors. As the understanding of boron chemistry in biological systems continues to expand, this compound is expected to play an increasingly important role in bridging chemical synthesis with therapeutic innovation.
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