4-Benzyloxycarbonylphenylboronic acid

Base Information

• Chemical Name: 4-Benzyloxycarbonylphenylboronic acid
• CAS No.: 184000-11-1
• Molecular Formula: C14H13BO4
• Molecular Weight: 256.066
• Hs Code.: 29310095
• European Community (EC) Number: 681-565-6
• DSSTox Substance ID: DTXSID50378307
• Nikkaji Number: J806.561F
• Wikidata: Q72442096
• Mol file: 184000-11-1.mol

Synonyms:184000-11-1;4-benzyloxycarbonylphenylboronic acid;(4-Benzyloxycarbonylphenyl)boronic acid;4-(Benzyloxycarbonyl)benzeneboronic acid;(4-((Benzyloxy)carbonyl)phenyl)boronic acid;(4-phenylmethoxycarbonylphenyl)boronic Acid;4-(Benzyloxycarbonyl)phenylboronic acid;4-Benzyloxycarbonylphenyl boronic acid;BENZYL 4-BORONOBENZOATE;MFCD02179442;{4-[(benzyloxy)carbonyl]phenyl}boronic acid;p-benzyloxycarbonylphenylboronic acid;4-[(benzyloxy)carbonyl]phenylboronic acid;Benzyl 4-boronobenzoat;benzoic acid, 4-borono-, 1-(phenylmethyl) ester;SCHEMBL1237702;4-Carbobenzoxyphenylboronic Acid;4-Carbobenzoxybenzeneboronic Acid;DTXSID50378307;UXSDJFGNRVVDFM-UHFFFAOYSA-N;BCP03688;4-benzyloxycarbonyl-phenylboronic acid;4-benzyloxycarbonylbenzeneboronic acid;AKOS015839322;AB11140;CS-W014083;FS-4534;4-(benzyloxycarbonyl) phenylboronic acid;4-(benzyloxycarbonyl)-phenylboronic acid;[4-(benzyloxycarbonyl)phenyl]boronic acid;SY004572;(4-((Benzyloxy)carbonyl)phenyl)boronicacid;4-(Dihydroxyboryl)benzoic acid benzyl ester;B4725;FT-0643760;A812829

Chemical Property of 4-Benzyloxycarbonylphenylboronic acid

Chemical Property:

• Vapor Pressure: 4.58E-09mmHg at 25°C
• Melting Point: 203-205 °C
• Refractive Index: 1.596
• Boiling Point: 454.9 °C at 760 mmHg
• PKA: 7.99±0.16(Predicted)
• Flash Point: 228.9 °C
• PSA: 66.76000
• Density: 1.26 g/cm³
• LogP: 0.72340
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 256.0906891
• Heavy Atom Count: 19
• Complexity: 281

Purity/Quality:

98% ^*data from raw suppliers

4-Benzyloxycarbonylphenylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36/37/39-36-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=C(C=C1)C(=O)OCC2=CC=CC=C2)(O)O
• Uses: suzuki reaction

Technology Process of 4-Benzyloxycarbonylphenylboronic acid

There total 2 articles about 4-Benzyloxycarbonylphenylboronic 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: 48.0%

4-carboxyphenylboronic acid (14047-29-1) + benzyl bromide (100-39-0) → {4-[(benzyloxy)carbonyl]phenyl}boronic acid (184000-11-1)

Guidance literature:

With potassium hydrogencarbonate; In N,N-dimethyl-formamide; at 20 ℃; for 18h;

DOI:10.1016/j.bmcl.2013.02.013

Reference yield:

tetrahydroxydiboron (13675-18-8) + 4-iodobenzoic acid benzyl ester (136618-42-3) → {4-[(benzyloxy)carbonyl]phenyl}boronic acid (184000-11-1)

Guidance literature:

With bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); tetramethyl ammonium acetate; In 2-methyltetrahydrofuran; methanol; water; at 40 ℃; for 12h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.0c00929

Reference yield: 92.0%

{4-[(benzyloxy)carbonyl]phenyl}boronic acid (184000-11-1) + tert-butyl {7-[(1-bromo-2-methylindolizin-3-yl)carbonyl]-2,4-dioxo-1,4-dihydroquinazolin-3(2H)-yl}acetate (1446266-75-6) → benzyl 4-(3-{[3-(2-tert-butoxy-2-oxoethyl)-2,4-dioxo-1,2,3,4-tetrahydroquinazolin-7-yl]carbonyl}-2-methylindolizin-1-yl)benzoate (1446266-84-7)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In aq. phosphate buffer; N,N-dimethyl-formamide; at 80 ℃; for 0.5h; Microwave irradiation; Inert atmosphere;

upstream raw materials:

4-carboxyphenylboronic acid

benzyl bromide

tetrahydroxydiboron

4-iodobenzoic acid benzyl ester

Downstream raw materials:

C₂₉H₂₂N₂O₃

benzyl 4-[3-(4-{1-[(tert-butoxycarbonyl)amino]cyclobutyl}phenyl)-9H-imidazo[1,2-d]pyrido[2,3-b][1,4]benzodiazepin-2-yl]benzoate

2'-formyl-5'-hydroxy-4'-methoxy-biphenyl-4-carboxylic acid benzyl ester

C₃₈H₃₃N₃O₄