Uracil-5-boronic acid

Base Information

• Chemical Name: Uracil-5-boronic acid
• CAS No.: 70523-22-7
• Molecular Formula: C4H5 B N2 O4
• Molecular Weight: 155.906
• Hs Code.: 2933599090
• European Community (EC) Number: 676-978-3
• NSC Number: 82645
• DSSTox Substance ID: DTXSID00292443
• Wikidata: Q72472941
• Mol file: 70523-22-7.mol

Synonyms:70523-22-7;URACIL-5-BORONIC ACID;(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)boronic acid;(2,4-dioxo-1H-pyrimidin-5-yl)boronic acid;2,4-Dihydroxypyrimidine-5-boronic acid;2,4-Dioxo-1,2,3,4-tetrahydro-5-pyrimidinylboronic acid;2,4-dihydroxypyrimidin-5-ylboronic acid;MFCD01318983;2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-ylboronic acid;5-Dihydroxyboranyl-1H-pyrimidine-2,4-dione;2,4-DIOXO-1,2,3,4-TETRAHYDRO-5-PYRIMIDINEBORONIC ACID;C4H5BN2O4;NSC82645;5-dihydroxyboryluracil;NCIOpen2_000963;SCHEMBL321753;AMY1162;DTXSID00292443;PVEJOCQTIVCDNO-UHFFFAOYSA-N;1,2,3,4-tetrahydro-2,4-dioxopyrimidin-5-yl-5-boronic acid;Uracil-5-boronic acid, AldrichCPR;NSC-82645;AKOS000320210;AB08794;AB30214;BS-2097;2,4-dihydroxy-pyrimidine-5-boronic acid;SY076959;(2,4-Dihydroxypyrimidin-5-yl)boronic acid;CS-0175127;FT-0658102;A22210;E89566;EN300-236073;F1371-0152;(2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidinyl)boronic acid;(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)boronicacid;boronic acid, (1,2,3,4-tetrahydro-2,4-dioxo-5-pyrimidinyl)-;InChI=1/C4H5BN2O4/c8-3-2(5(10)11)1-6-4(9)7-3/h1,10-11H,(H2,6,7,8,9

Chemical Property of Uracil-5-boronic acid

Chemical Property:

• Melting Point: 300 °C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 106.18000
• Density: 1.61 g/cm³
• LogP: -3.25700
• Storage Temp.: 2-8°C
• Water Solubility.: Slightly soluble in water.
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 156.0342368
• Heavy Atom Count: 11
• Complexity: 236

Purity/Quality:

97% ^*data from raw suppliers

2,4-Dihydroxypyrimidine-5-boronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CNC(=O)NC1=O)(O)O
• Uses: It finds its application in the probing the interactions between boronic acids and cis-diol-containing biomolecules by affinity capillary electrophoresis. It is also used as an active pharmaceutical intermediate.

Technology Process of Uracil-5-boronic acid

There total 2 articles about Uracil-5-boronic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

→ 5-dihydroxyboranyl-1H-pyrimidine-2,4-dione (70523-22-7)

Guidance literature:

2.4-Dibenzyloxy-5-borono-pyrimidin, katalyt.Hydrierung;

DOI:10.1021/ja01063a054

Reference yield:

→ (2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidinyl)boronic acid (70523-22-7)

Guidance literature:

5-Dihydroxyboryl-2,4-dibenzoylpyrimidin(4),Hydrogenierung;

DOI:10.1016/S0040-4039(01)85787-7

Reference yield: 92.0%

tert-butyl 2-[(4-{[3-methoxy-5-(trifluoromethanesulfonyloxy)benzene]amido}phenyl)carbamoyl]piperidine-1-carboxylate + (2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidinyl)boronic acid (70523-22-7) → tert-butyl 2-[(4-{[3-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-5-methoxybenzene]amido}phenyl)carbamoyl]piperidine-1-carboxylate

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; In water; N,N-dimethyl-formamide; at 100 ℃; for 3h; Microwave irradiation;

DOI:10.1016/j.bmc.2014.08.017

Downstream raw materials:

[6-(2,4-Dihydroxy-pyrimidin-5-yl)-3-methyl-5-(3-trifluoromethyl-phenyl)-pyridin-2-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone

N-{4-[6-tert-butyl-8-(2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-5-methoxy-quinolin-3-yl]-phenyl}-methanesulfonamide

5-(4-(((3-chloro-4-(3-fluorobenzyl)oxy)phenyl)amino)-quinazolin-6-yl)pyrimidine-2,4(1H,3H)-dione