3-Amino-4-hydroxyphenylboronic acid pinacol ester

Base Information

• Chemical Name: 3-Amino-4-hydroxyphenylboronic acid pinacol ester
• CAS No.: 760990-10-1
• Molecular Formula: C12H18BNO3
• Molecular Weight: 235.091
• Hs Code.: 2934999090
• Mol file: 760990-10-1.mol

Synonyms:2-amino-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol;

Chemical Property of 3-Amino-4-hydroxyphenylboronic acid pinacol ester

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 376.621oC at 760 mmHg
• PKA: 9.44±0.35(Predicted)
• Flash Point: 181.574oC
• PSA: 64.71000
• Density: 1.144g/cm3
• LogP: 1.85480

Purity/Quality:

97% ^*data from raw suppliers

3-Amino-4-hydroxyphenylboronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Amino-4-hydroxyphenylboronic acid pinacol ester

There total 2 articles about 3-Amino-4-hydroxyphenylboronic acid pinacol ester 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: 87.0%

2-(4-(benzyloxy)-3-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (855738-76-0) → 2-amino-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenol (760990-10-1)

Guidance literature:

With 10% palladium on carbon; hydrogen; In ethanol;

DOI:10.1016/j.bmcl.2009.12.037

Reference yield: 69.0%

bis(pinacol)diborane (73183-34-3) + 2-hydroxy-5-chloro-aniline (95-85-2) → 2-amino-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenol (760990-10-1)

Guidance literature:

With potassium acetate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In 1,4-dioxane; at 85 ℃;

Reference yield: 48.0%

2-amino-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenol (760990-10-1) + C12H22B10O3(2-) → C24H38B11NO5(2-)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.bmcl.2015.04.088

upstream raw materials:

bis(pinacol)diborane

2-hydroxy-5-chloro-aniline

2-(4-(benzyloxy)-3-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Downstream raw materials:

C₂₁H₂₆BNO₅

C₂₆H₂₈BNO₅

C₂₂H₂₈BNO₅

C₂₄H₃₂BNO₅

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