(E)-2-(3',4',5'-trimethoxyphenyl)vinylboronic acid

Base Information

• Chemical Name: (E)-2-(3',4',5'-trimethoxyphenyl)vinylboronic acid
• CAS No.: 863479-37-2
• Molecular Formula: C₁₁H₁₅BO₅
• Molecular Weight: 238.048
• Mol file: 863479-37-2.mol

Synonyms:

Chemical Property of (E)-2-(3',4',5'-trimethoxyphenyl)vinylboronic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-2-(3',4',5'-trimethoxyphenyl)vinylboronic acid

There total 2 articles about (E)-2-(3',4',5'-trimethoxyphenyl)vinylboronic 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: 60.0%

3,4,5-trimethoxyphenylacetylene (53560-33-1) + water (7732-18-5) + benzo[1,3,2]dioxaborole (274-07-7) → (E)-2-(3',4',5'-trimethoxyphenyl)vinylboronic acid (863479-37-2)

Guidance literature:

In tetrahydrofuran; under Ar; B compd. added dropwise at room temp. to soln. of (MeO)3C6H2CCH in dry THF; heated under reflux for 3 h; concd. in vac.; cold H2O added; stirred (0°C, 2 h); according to H. C. Brown, S. K. Gupta, J. Am. Chem. Soc., 1972, 94, 4370-4371; filtered; solid rinsed with cold H2O; recrystd. from Et2O;

DOI:10.1039/b505955k

Reference yield:

(E)-4,4,5,5-tetramethyl-2-(3,4,5-trimethoxystyryl)-1,3,2-dioxaborolane → (E)-2-(3',4',5'-trimethoxyphenyl)vinylboronic acid (863479-37-2)

Guidance literature:

With sodium periodate; ammonium acetate; In water; acetone; Inert atmosphere;

DOI:10.1039/c5ob00917k

Reference yield: 70.0%

(E)-2-(3',4',5'-trimethoxyphenyl)vinylboronic acid (863479-37-2) + but-2-ynoic acid (2-iodo-phenyl)-amide (705302-06-3) → (E)-3((E)-4-(3,4,5-trimethoxyphenyl)but-3-en-2-ylidene)indolin-2-one

Guidance literature:

With palladium diacetate; triphenylphosphine; cesium fluoride; In tetrahydrofuran; diastereoselective reaction; Inert atmosphere; Reflux;

DOI:10.1002/cmdc.201100154

upstream raw materials:

3,4,5-trimethoxyphenylacetylene

water

benzo[1,3,2]dioxaborole

Downstream raw materials:

(E)-3((E)-4-(3,4,5-trimethoxyphenyl)but-3-en-2-ylidene)benzofuran-2-one