4426-47-5 Usage
Description
1-Butaneboronic acid, also known as n-butylboronic acid, is an organic compound with the chemical formula CH3CH2CH2CH2BO2H. It is a boronic acid derivative that exhibits unique chemical properties and reactivity, making it a versatile building block in organic synthesis and a valuable compound in various applications across different industries.
Uses
Used in Organic Synthesis:
1-Butaneboronic acid is used as a reagent in the Suzuki reaction, a widely employed cross-coupling reaction for the formation of carbon-carbon bonds. This reaction is particularly useful in the synthesis of complex organic molecules and pharmaceutical compounds.
Used in Membrane-based Sugar Separations:
1-Butaneboronic acid serves as a transport carrier in membrane-based sugar separations, facilitating the selective separation and purification of sugars from complex mixtures. This application is crucial in the food, pharmaceutical, and biofuel industries, where the efficient separation of sugars is essential.
Used in Analytical Chemistry:
1-Butaneboronic acid is used as an analytical reagent in the determination of serum glucose levels. Its ability to selectively complex with sugars makes it a valuable tool in the development of assays and diagnostic tests for monitoring glucose levels in clinical settings.
Used in Gas Chromatography and Mass Spectrometry:
1-Butaneboronic acid is used as a reagent for the preparation of volatile derivatives of diols, such as carbohydrates. This allows for the analysis of complex carbohydrate mixtures using gas chromatography (GC) and mass spectrometry (MS), which are powerful techniques for the identification and quantification of compounds in various samples.
Used in the Preparation of Chiral Oxazaborolidines:
1-Butaneboronic acid is used in the synthesis of chiral oxazaborolidines, which are valuable catalysts in asymmetric reactions. These catalysts play a crucial role in the production of enantiomerically pure compounds, which are essential in the pharmaceutical industry for the development of single-enantiomer drugs.
Used as a Precursor to Unsymmetric Borinic Acids:
1-Butaneboronic acid can be used as a precursor to unsymmetric borinic acids, which are inhibitors of serine proteases. These inhibitors are important in the study and regulation of enzymatic activity, with potential applications in the development of drugs targeting specific protease enzymes.
Purification Methods
Butylboronic acid (1-butanedihydroxyborane) [4426-47-5] M 101.9, m 90 -92o, 94 -96o, pKEst ~8.8.acuo. [Corey et al. J Am Chem Soc 116 3151 1994, Quallich et al. J Am Chem Soc 116 8515 1994, Seerden Tetrahedron Lett 35 4419 1994, Beilstein 4 IV 4383.]
Check Digit Verification of cas no
The CAS Registry Mumber 4426-47-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,4,2 and 6 respectively; the second part has 2 digits, 4 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 4426-47:
(6*4)+(5*4)+(4*2)+(3*6)+(2*4)+(1*7)=85
85 % 10 = 5
So 4426-47-5 is a valid CAS Registry Number.
InChI:InChI=1/C4H11BO2/c1-2-3-4-5(6)7/h6-7H,2-4H2,1H3
4426-47-5Relevant articles and documents
Dworkin,Van Artsdalen
, p. 4316 (1954)
Mattraw, H. C.,Erickson, C. E.,Laubengayer, A. W.
, p. 4901 - 4904 (1956)
COMPOUNDS AND SYNTHETIC METHODS FOR THE PREPARATION OF RETINOID X RECEPTOR-SPECIFIC RETINOIDS
-
Paragraph 198; 199, (2019/06/05)
Provided herein are compounds useful for the preparation of compounds that have retinoid-like biological activity. Also provided herein are processes for the preparation of compounds that have retinoid-like biological activity.
Amino acid-promoted C-H alkylation with alkylboronic acids using a removable directing group
Zhang, Yanghui,Zhang, Yu,Jiang, Hang,Chen, Dushen
supporting information, p. 4585 - 4589 (2016/06/09)
Palladium-catalyzed C-H alkylation reaction with alkylboronic acids has successfully been developed using a removable pyridyldiisopropylsilyl directing group. The amino acid played a crucial role as a ligand in the reaction. The alkylation protocol is also applicable to the coupling of C(sp3)-H bonds with alkylboronic acids.
GRF analogs with increased biological potency
-
, (2008/06/13)
The present invention relates to chimeric fatty body-GRF analogs with increased biological potency, their application as anabolic agents and in the diagnosis and treatment of growth hormone deficiencies. The chimeric fatty body-GRF analogs include an hydrophobic moiety (tail), and can be prepared, either by anchoring at least one hydrophobic tail to the GRF, in the chemical synthesis of GRF. The GRF analogs of the present invention are biodegradable, non-immunogenic and exhibit an improved anabolic potency with a reduced dosage and prolonged activity.
