4-(Methoxycarbonylamino)phenylboronic acid

Base Information

• Chemical Name: 4-(Methoxycarbonylamino)phenylboronic acid
• CAS No.: 850567-96-3
• Molecular Formula: C₈H₁₀BNO₄
• Molecular Weight: 194.983
• Hs Code.: 2931900090
• European Community (EC) Number: 807-731-1
• DSSTox Substance ID: DTXSID20378495
• Wikidata: Q82167985
• Mol file: 850567-96-3.mol

Synonyms:850567-96-3;4-(Methoxycarbonylamino)phenylboronic acid;4-(Methoxycarbonylamino)benzeneboronic acid;(4-((Methoxycarbonyl)amino)phenyl)boronic acid;[4-(methoxycarbonylamino)phenyl]boronic Acid;{4-[(methoxycarbonyl)amino]phenyl}boronic acid;(4-((Methoxycarbonyl)amino)phenyl)boronicacid;SCHEMBL479054;DTXSID20378495;ROAKVYQVTMOEGR-UHFFFAOYSA-N;AMY39772;MFCD03788425;AKOS006229214;AB16003;PS-9426;4-(methoxycarbonylamino)-phenyl boronic acid;4-(methoxycarbonylamino)benzene boronic acid;CS-0174639;FT-0688801;F72789;(4-((methoxycarbonyl)amino)phenyl) boronic acid;4-(METHOXYCARBONYLAMINO)BENZENEBORONICACID;A863762;J-513763

Chemical Property of 4-(Methoxycarbonylamino)phenylboronic acid

Chemical Property:

• Melting Point: 234-236 °C
• Refractive Index: 1.549
• PKA: 8.70±0.17(Predicted)
• PSA: 78.79000
• Density: 1.29 g/cm³
• LogP: -0.38230
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 195.0702880
• Heavy Atom Count: 14
• Complexity: 192

Purity/Quality:

97% ^*data from raw suppliers

4-(Methoxycarbonylamino)phenylboronicacid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=C(C=C1)NC(=O)OC)(O)O

Technology Process of 4-(Methoxycarbonylamino)phenylboronic acid

There total 1 articles about 4-(Methoxycarbonylamino)phenylboronic 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:

→ (4-((methoxycarbonyl) amino)phenyl)boronic acid (850567-96-3)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 0.0833333h; Inert atmosphere;

In dichloromethane; at 20 ℃; Inert atmosphere;

Reference yield:

(4-((methoxycarbonyl) amino)phenyl)boronic acid (850567-96-3) + 3-[6-bromo-1H-imidazo[4,5-b]pyridin-2-yl]-4-chloroaniline → methyl (4-(2-(5-amino-2-chlorophenyl)-1H-imidazo[4,5-b]pyridin-6-yl)phenyl)carbamate

Guidance literature:

With dipotassium hydrogenphosphate; In tetrahydrofuran; water; at 150 ℃; for 1h; Sealed tube; Inert atmosphere; Microwave irradiation;

Reference yield:

(4-((methoxycarbonyl) amino)phenyl)boronic acid (850567-96-3) → (R,E)-methyl 4-(2-(3-(3-chloro-2-fluoro-6-(1H-tetrazol-1-yl)phenyl)acryloyl)-1-((4-fluorophenyl)carbamoyl)-1,2,3,4-tetrahydroisoquinolin-5-yl)phenylcarbamate (1430561-77-5) + (S,E)-methyl 4-(2-(3-(3-chloro-2-fluoro-6-(1H-tetrazol-1-yl)phenyl)acryloyl)-1-((4-fluorophenyl)carbamoyl)-1,2,3,4-tetrahydroisoquinolin-5-yl)phenylcarbamate (1430561-78-6)

Guidance literature:

Multi-step reaction with 5 steps

1: palladium diacetate; potassium phosphate; tricyclohexylphosphine / water; toluene / 12 h / 100 °C / Inert atmosphere; Sealed tube

2: trifluoroacetic acid / dichloromethane / 48 h

3: manganese(IV) oxide

4: ethanol / 24 h / Reflux

5: pyridine; carbon dioxide / ethanol; methanol / 75007.5 Torr / Resolution of racemate

With pyridine; manganese(IV) oxide; potassium phosphate; carbon dioxide; palladium diacetate; trifluoroacetic acid; tricyclohexylphosphine; In methanol; ethanol; dichloromethane; water; toluene; 1: |Suzuki Coupling / 4: |Ugi Condensation;

Downstream raw materials:

(R,E)-methyl 4-(2-(3-(3-chloro-2-fluoro-6-(1H-tetrazol-1-yl)phenyl)acryloyl)-1-((4-fluorophenyl)carbamoyl)-1,2,3,4-tetrahydroisoquinolin-5-yl)phenylcarbamate

(S,E)-methyl 4-(2-(3-(3-chloro-2-fluoro-6-(1H-tetrazol-1-yl)phenyl)acryloyl)-1-((4-fluorophenyl)carbamoyl)-1,2,3,4-tetrahydroisoquinolin-5-yl)phenylcarbamate