(E)-3-ethoxy-3-oxoprop-1-enylboronic acid

Base Information

• Chemical Name: (E)-3-ethoxy-3-oxoprop-1-enylboronic acid
• CAS No.: 1379462-82-4
• Molecular Formula: C₅H₉BO₄
• Molecular Weight: 143.935
• Mol file: 1379462-82-4.mol

Synonyms:

Chemical Property of (E)-3-ethoxy-3-oxoprop-1-enylboronic acid

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

(E)-(3-Ethoxy-3-oxoprop-1-en-1-yl)boronicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-3-ethoxy-3-oxoprop-1-enylboronic acid

There total 4 articles about (E)-3-ethoxy-3-oxoprop-1-enylboronic 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:

ethyl (E)-3-(trifluoro-l4-boranyl)acrylate, potassium salt → (E)-(3-ethoxy-3-oxoprop-1-en-1-yl)boronic acid (1379462-82-4)

Guidance literature:

With silica gel; In water; at 25 ℃; for 10h; Inert atmosphere;

DOI:10.1039/c5ob00917k

Reference yield:

ethyl (2E)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)acrylate (1009307-13-4) → (E)-(3-ethoxy-3-oxoprop-1-en-1-yl)boronic acid (1379462-82-4)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol; water / 3 h / 25 °C / Inert atmosphere

2: silica gel / water / 10 h / 25 °C / Inert atmosphere

With silica gel; In methanol; water;

DOI:10.1039/c5ob00917k

Reference yield:

bis(pinacol)diborane (73183-34-3) + propynoic acid ethyl ester (623-47-2) → (E)-(3-ethoxy-3-oxoprop-1-en-1-yl)boronic acid (1379462-82-4)

Guidance literature:

bis(pinacol)diborane; propynoic acid ethyl ester; With 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; copper(l) chloride; sodium t-butanolate; In tetrahydrofuran; methanol; at 20 ℃; for 2h; Schlenk technique;

With sodium periodate; ammonium acetate; In water; acetone; at 20 ℃; for 24h;

DOI:10.1002/anie.201501995

upstream raw materials:

ethyl (2E)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)acrylate

propynoic acid ethyl ester

bis(pinacol)diborane

Refernces

• 1、 Feng, Chao,Wang, Hong,Xu, Liang,Li, Pengfei. "N-B dative bond-induced [3.3.0] bicyclic boronate-tethered exo-selective intramolecular Diels-Alder reaction". . p. 7136 - 7139. Retrieved 2015/07/01.