TRANS-3-PHENYL-1-PROPEN-1-YLBORONIC ACID

Base Information

• Chemical Name: TRANS-3-PHENYL-1-PROPEN-1-YLBORONIC ACID
• CAS No.: 129423-29-6
• Molecular Formula: C9H11 B O2
• Molecular Weight: 161.996
• Hs Code.: 2931900090
• Mol file: 129423-29-6.mol

Synonyms:Boronicacid, (3-phenyl-1-propenyl)-, (E)-; Boronic acid, [(1E)-3-phenyl-1-propenyl]-(9CI); trans-3-Phenylprop-1-en-1-ylboronic acid

Chemical Property of TRANS-3-PHENYL-1-PROPEN-1-YLBORONIC ACID

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.542
• Boiling Point: 329.152°C at 760 mmHg
• PKA: 9.63±0.43(Predicted)
• Flash Point: 152.866°C
• PSA: 40.46000
• Density: 1.085g/cm³
• LogP: 0.79730

Purity/Quality:

98%,99%, ^*data from raw suppliers

trans-3-Phenyl-1-propen-1-ylboronic acid ≥95% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Reactant involved in: Carbonylative arylation of allenolsOxidative cross-coupling with (trifluoromethyl)trimethylsilaneSuzuki-Miyaura coupling reactionsthree-component reductive coupling with alkynesEnantioselective conjugation to vinyl 2-pyridylsulfones

Technology Process of TRANS-3-PHENYL-1-PROPEN-1-YLBORONIC ACID

There total 3 articles about TRANS-3-PHENYL-1-PROPEN-1-YLBORONIC 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: 100.0%

propargyl benzene (10147-11-2) → [(1E)-3-phenylprop-1-en-1-yl]boronic acid (129423-29-6)

Guidance literature:

With benzo[1,3,2]dioxaborole; In tetrahydrofuran; Heating;

DOI:10.1016/j.bmcl.2005.03.098

Reference yield:

dibromoborane dimethylsulfide (55671-55-1) + propargyl benzene (10147-11-2) + water (7732-18-5) → [(1E)-3-phenylprop-1-en-1-yl]boronic acid (129423-29-6)

Guidance literature:

dibromoborane dimethylsulfide; propargyl benzene; In dichloromethane; at 0 - 20 ℃; for 4h;

water; In diethyl ether; for 0.25h; Cooling with ice;

DOI:10.1021/ol501309e

Reference yield:

dibromoborane dimethylsulfide (55671-55-1) + propargyl benzene (10147-11-2) → [(1E)-3-phenylprop-1-en-1-yl]boronic acid (129423-29-6)

Guidance literature:

dibromoborane dimethylsulfide; propargyl benzene; In dichloromethane; at 0 - 20 ℃; for 4h;

With water; ammonium chloride; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jacs.5b09773

upstream raw materials:

propargyl benzene

dibromoborane dimethylsulfide

water

Downstream raw materials:

(1S,2S)-2-Benzyl-cyclopropanol

(1R,2R)-(-)-2-benzyl-1-cyclopropanol

C₁₄H₁₄N₂O

(1Z,3E)-1-phenoxy-1-(4-methoxyphenyl)-2-methyl-5-phenylpenta-1,3-diene

Refernces

• 1、 Nishikawa, Daiki,Hirano, Koji,Miura, Masahiro. "Asymmetric Synthesis of α-Aminoboronic Acid Derivatives by Copper-Catalyzed Enantioselective Hydroamination". supporting information. p. 15620 - 15623. Retrieved 2016/01/09.
• 2、 Perner, Richard J.,Lee, Chih-Hung,Jiang, Meiqun,Gu, Yu-Gui,DiDomenico, Stanley,Bayburt, Erol K.,Alexander, Karen M.,Kohlhaas, Kathy L.,Jarvis, Michael F.,Kowaluk, Elizabeth L.,Bhagwat, Shripad S.. "Synthesis and biological evaluation of 6,7-disubstituted 4-aminopyrido[2,3-d]pyrimidines as adenosine kinase inhibitors". . p. 2803 - 2807. Retrieved 2007/10/03.