Cas no 127972-17-2 (2-(benzyloxy)-5-methylphenylboronic acid)
2-(benzyloxy)-5-methylphenylboronic acid Chemical and Physical Properties
Names and Identifiers
-
- (2-(Benzyloxy)-5-methylphenyl)boronic acid
- 2-(benzyloxy)-5-methylphenylboronic acid
- 2-Benzyloxy-5-methylphenylboronic acid
- AKOS BRN-0649
- 2-Benzyloxy-5-methylhenylboronic acid
- (5-methyl-2-phenylmethoxyphenyl)boronic acid
- [2-(Benzyloxy)-5-methylphenyl]boronic acid
- AMBDTEZABFLVAD-UHFFFAOYSA-N
- AB30200
- VB10022
- RL01374
- BC001147
- BENZYLOXY-5-METHYLPHENYLBORO
-
- MDL: MFCD06801733
- Inchi: 1S/C14H15BO3/c1-11-7-8-14(13(9-11)15(16)17)18-10-12-5-3-2-4-6-12/h2-9,16-17H,10H2,1H3
- InChI Key: AMBDTEZABFLVAD-UHFFFAOYSA-N
- SMILES: O(CC1C=CC=CC=1)C1C=CC(C)=CC=1B(O)O
Computed Properties
- Exact Mass: 242.11100
- Hydrogen Bond Donor Count: 2
- Hydrogen Bond Acceptor Count: 3
- Heavy Atom Count: 18
- Rotatable Bond Count: 4
- Complexity: 241
- Topological Polar Surface Area: 49.7
Experimental Properties
- PSA: 49.69000
- LogP: 1.25380
2-(benzyloxy)-5-methylphenylboronic acid Customs Data
- HS CODE:2931900090
- Customs Data:
China Customs Code:
2931900090Overview:
2931900090. Other organic-Inorganic compound. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:AB(Customs clearance form for Inbound Goods,Customs clearance form for outbound goods). MFN tariff:6.5%. general tariff:30.0%
Summary:
2931900090. other organo-inorganic compounds. VAT:17.0%. Tax rebate rate:13.0%. Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward). MFN tariff:6.5%. General tariff:30.0%
2-(benzyloxy)-5-methylphenylboronic acid Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Chemenu | CM134891-5g |
(2-(Benzyloxy)-5-methylphenyl)boronic acid |
127972-17-2 | 97% | 5g |
$147 | 2021-08-05 | |
| Chemenu | CM134891-10g |
(2-(Benzyloxy)-5-methylphenyl)boronic acid |
127972-17-2 | 97% | 10g |
$245 | 2021-08-05 | |
| Chemenu | CM134891-25g |
(2-(Benzyloxy)-5-methylphenyl)boronic acid |
127972-17-2 | 97% | 25g |
$441 | 2021-08-05 | |
| Alichem | A019116095-5g |
(2-(Benzyloxy)-5-methylphenyl)boronic acid |
127972-17-2 | 95% | 5g |
162.00 USD | 2021-06-17 | |
| Alichem | A019116095-10g |
(2-(Benzyloxy)-5-methylphenyl)boronic acid |
127972-17-2 | 95% | 10g |
255.00 USD | 2021-06-17 | |
| Alichem | A019116095-25g |
(2-(Benzyloxy)-5-methylphenyl)boronic acid |
127972-17-2 | 95% | 25g |
463.50 USD | 2021-06-17 | |
| TRC | B410963-100mg |
2-(benzyloxy)-5-methylphenylboronic acid |
127972-17-2 | 100mg |
$ 64.00 | 2023-04-18 | ||
| TRC | B410963-250mg |
2-(benzyloxy)-5-methylphenylboronic acid |
127972-17-2 | 250mg |
$ 75.00 | 2023-04-18 | ||
| TRC | B410963-500mg |
2-(benzyloxy)-5-methylphenylboronic acid |
127972-17-2 | 500mg |
$ 87.00 | 2023-04-18 | ||
| TRC | B410963-1g |
2-(benzyloxy)-5-methylphenylboronic acid |
127972-17-2 | 1g |
$ 98.00 | 2023-04-18 |
2-(benzyloxy)-5-methylphenylboronic acid Suppliers
2-(benzyloxy)-5-methylphenylboronic acid Related Literature
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Supaporn Sawadjoon,Joseph S. M. Samec Org. Biomol. Chem., 2011,9, 2548-2554
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Kaiyuan Huang,Wangkang Qiu,Meilian Ou,Xiaorui Liu,Zenan Liao,Sheng Chu RSC Adv., 2020,10, 18824-18829
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5. An investigation of the electrochemical delithiation process of carbon coated α-Fe2O3nanoparticlesAdrian Brandt,Florian Winter,Sebastian Klamor,Frank Berkemeier,Jatinkumar Rana,Rainer P?ttgen,Andrea Balducci J. Mater. Chem. A, 2013,1, 11229-11236
Additional information on 2-(benzyloxy)-5-methylphenylboronic acid
Recent Advances in the Application of 2-(Benzyloxy)-5-methylphenylboronic Acid (CAS: 127972-17-2) in Chemical Biology and Pharmaceutical Research
2-(Benzyloxy)-5-methylphenylboronic acid (CAS: 127972-17-2) is a boronic acid derivative that has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This compound serves as a key intermediate in the synthesis of various bioactive molecules and has been explored for its potential in drug discovery, particularly in the development of protease inhibitors and as a building block for boron-containing therapeutics. The unique properties of boronic acids, including their ability to form reversible covalent bonds with diols and other nucleophiles, make this compound particularly valuable for targeted drug delivery and enzyme inhibition strategies.
Recent studies have highlighted the role of 2-(benzyloxy)-5-methylphenylboronic acid in the development of novel proteasome inhibitors. Researchers have demonstrated that this compound can be effectively incorporated into peptide-based inhibitors that target the chymotrypsin-like activity of the 20S proteasome. The boronic acid moiety forms a critical interaction with the catalytic threonine residue of the proteasome, leading to potent and selective inhibition. This mechanism has shown promise in the treatment of various cancers, particularly multiple myeloma, where proteasome inhibition has become a cornerstone of therapy.
In the field of antibiotic development, 2-(benzyloxy)-5-methylphenylboronic acid has emerged as a valuable scaffold for creating β-lactamase inhibitors. The increasing prevalence of antibiotic-resistant bacteria, particularly those producing extended-spectrum β-lactamases (ESBLs), has driven research into novel inhibition strategies. Recent publications describe how derivatives of this compound can effectively restore the activity of β-lactam antibiotics against resistant strains by covalently modifying the active site of β-lactamase enzymes. This approach represents a significant advancement in the fight against antimicrobial resistance.
The compound's utility extends to materials science applications as well. Researchers have recently reported its incorporation into polymeric materials designed for glucose sensing. The boronic acid moiety's ability to bind diols enables the creation of smart materials that respond to changes in glucose concentration. This property has been exploited in the development of novel continuous glucose monitoring systems for diabetes management, with improved stability and sensitivity compared to traditional enzyme-based sensors.
From a synthetic chemistry perspective, 2-(benzyloxy)-5-methylphenylboronic acid has proven valuable in Suzuki-Miyaura cross-coupling reactions. Recent methodological advances have demonstrated its effectiveness in constructing biaryl systems under mild conditions, with excellent yields and functional group tolerance. These developments have facilitated the synthesis of complex pharmaceutical intermediates and natural product analogs, significantly expanding the toolbox available to medicinal chemists.
Looking forward, the unique properties of 2-(benzyloxy)-5-methylphenylboronic acid continue to inspire innovative applications across multiple disciplines. Current research efforts are exploring its potential in targeted cancer therapies, where the boronic acid moiety may enable tumor-selective drug accumulation. Additionally, its role in developing new classes of enzyme inhibitors and its applications in materials science suggest that this compound will remain an important focus of chemical biology research in the coming years.
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