3-Methoxycarbonylphenylboronic acid

Base Information

• Chemical Name: 3-Methoxycarbonylphenylboronic acid
• CAS No.: 99769-19-4
• Molecular Formula: C8H9BO4
• Molecular Weight: 179.968
• Hs Code.: 29319090
• European Community (EC) Number: 671-671-0
• DSSTox Substance ID: DTXSID20370459
• Nikkaji Number: J1.444.694J
• Wikidata: Q72489516
• Mol file: 99769-19-4.mol

Synonyms:3-Methoxycarbonylphenylboronic acid;99769-19-4;3-(Methoxycarbonyl)phenylboronic acid;(3-methoxycarbonylphenyl)boronic acid;(3-(methoxycarbonyl)phenyl)boronic acid;3-(Methoxycarbonyl)benzeneboronic Acid;MFCD02093046;[3-(methoxycarbonyl)phenyl]boronic acid;3-methoxycarbonyl phenyl boronic acid;Methyl 3-boronobenzoate;3-carbomethoxy-phenylboronic acid;methyl 3-(dihydroxyboranyl)benzoate;m-(methoxycarbonyl)phenylboronic acid;SCHEMBL20989;3-carbomethoxyphenylboronic acid;DTXSID20370459;ALTLCJHSJMGSLT-UHFFFAOYSA-N;3-methoxycarbonyl phenylboronic acid;3-methoxycarbonyl-phenylboronic acid;3-Methoxycarbonylbenzeneboronic acid;3-methoxycarbonylphenyl boronic acid;3-methoxycarbonylphenyl-boronic acid;BCP23041;3-(Methoxycarbonyl)phenylboronicacid;3-methoxycarbonyl-phenyl boronic acid;3-methyoxycarbonylphenyl boronic acid;STK503727;(3-methoxycarbonylphenyl) boronic acid;3-(methoxycarbonyl) phenylboronic acid;3-methoxy carbonyl phenyl boronic acid;AKOS000264854;m-(methoxycarbonyl)phenyl boronic acid;AB10721;AC-2894;AS-3095;CS-W004091;[3-(methoxycarbonyl)]phenylboronic acid;3-(methoxycarbonyl)-phenyl boronic acid;NCGC00249489-01;3-(CARBOMETHOXY)PHENYLBORONIC ACID;BP-13292;SY003282;3-(Dihydroxyboryl)benzoic acid methyl ester;{3-[(methyloxy)carbonyl]phenyl}boronic acid;AM20050287;FT-0613801;FT-0652172;FT-0657253;M1906;EN300-755145;J-512788;Z1203162066;3-(methoxycarbonyl)phenylboronic acid

Chemical Property of 3-Methoxycarbonylphenylboronic acid

Chemical Property:

• Appearance/Colour: White to light yellow crystal powder
• Vapor Pressure: 8.29E-06mmHg at 25°C
• Melting Point: 205-208 °C(lit.)
• Refractive Index: 1.532
• Boiling Point: 359.9 °C at 760 mmHg
• PKA: 7.74±0.10(Predicted)
• Flash Point: 171.5 °C
• PSA: 66.76000
• Density: 1.25 g/cm³
• LogP: -0.84700
• Storage Temp.: Refrigerator (+4°C)
• Water Solubility.: Reacts with water.
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 180.0593889
• Heavy Atom Count: 13
• Complexity: 183

Purity/Quality:

99% ^*data from raw suppliers

3-Methoxycarbonylphenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=CC=C1)C(=O)OC)(O)O
• Uses: 3-Methoxycarbonylphenylboronic acid can be used in the preparation of substituted pyrazolylpyrimidinamine derivative for use as protein kinase inhibitors and suzuki reaction. suzuki reaction Reagent used for tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation sequence, copper-mediated ligandless aerobic fluoroalkylation of arylboronic acids with fluoroalkyl iodides, one-pot ipso-nitration of arylboronic acids, copper-catalyzed nitration, cyclocondensation followed by palladium-phosphine-catalyzed Suzuki-Miyaura coupling. Reagent used in Preparation of biaryls via nickel-catalyzed Suzuki-Miyaura cross-coupling reaction of aryl halides with arylboronic acid6, chromenones and their bradykinin B1 antagonistic active, Pt nanoparticles at Photoactive metal-organic frameworks resulting in efficient hydrogen evolution via synergistic photoexcitation and electron injecti, salicylate-based thienylbenzoic acids as E. coli methionine aminopeptidase inhibitor.

Technology Process of 3-Methoxycarbonylphenylboronic acid

There total 8 articles about 3-Methoxycarbonylphenylboronic 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: 97.1%

methanol (67-56-1) + 3-Carboxyphenylboronic acid (25487-66-5) → [3-(methoxycarbonyl)phenyl]boronic acid (99769-19-4)

Guidance literature:

With thionyl chloride; at 55 - 65 ℃; Autoclave; Industrial scale;

Reference yield: 85.0%

3-[5-(4-methoxyphenyl)-4,4-dimethyl-[1,3,2]dioxaborolan-2-yl]benzoic acid methyl ester → [3-(methoxycarbonyl)phenyl]boronic acid (99769-19-4)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 20 ℃; for 6h;

DOI:10.1016/j.tetlet.2005.10.010

Reference yield: 81.0%

methyl 3-iodo-benzoate (618-91-7) → [3-(methoxycarbonyl)phenyl]boronic acid (99769-19-4)

Guidance literature:

methyl 3-iodo-benzoate; With Bis<2-(N,N-dimethylamino)aethyl>aether; isopropylmagnesium chloride; In tetrahydrofuran;

With Trimethyl borate; In tetrahydrofuran;

DOI:10.1021/ol052704p

upstream raw materials:

methyl 3-iodo-benzoate

methyl 3-chlorobenzoate

methyl 3-bromobenzoate

tetrahydroxydiboron

Downstream raw materials:

C₁₈H₁₅NO₂

3-pyridin-2-yl-benzoic acid methyl ester

methyl 4'-((2S,3R)-3-hydroxy-4-(N-isobutyl-4-methoxyphenylsulfonamido)-2-(((((S)-tetrahydrofuran-3-yl)oxy)carbonyl)amino)butyl)-[1,1'-biphenyl]-3-carboxylate

5-chloro-3-[1-{5-[3-(4-methyl-[1,4]diazepane-1-carbonyl)phenyl]furan-2-yl}propylidene]-1,3-dihydroindol-2-one

Refernces

• 1、 -. "Preparing methods of tetraphenylethylene-based carboxylic acid organic ligand and complexes of ligand". Paragraph 0006; 0019; 0022; 0025. . Retrieved 2019/04/30.
• 2、 Erb, William,Hellal, Akila,Albini, Mathieu,Rouden, Jacques,Blanchet, Jerome. "An easy route to (hetero)arylboronic acids". supporting information. p. 6608 - 6612. Retrieved 2014/06/09.