4-formyl-trans-beta-styrylboronic acid pinacol ester

Base Information

• Chemical Name: 4-formyl-trans-beta-styrylboronic acid pinacol ester
• CAS No.: 149777-85-5
• Molecular Formula: C15H19BO3
• Molecular Weight: 258.125
• Hs Code.: 2934999090
• Mol file: 149777-85-5.mol

Synonyms:4-forMyl-trans-beta-styrylboronic acid pinacol ester;(E)-4-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)benzaldehyde;Benzaldehyde, 4-[(1E)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]-

Chemical Property of 4-formyl-trans-beta-styrylboronic acid pinacol ester

Chemical Property:

• PSA: 35.53000
• LogP: 3.14370

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-formyl-trans-beta-styrylboronic acid pinacol ester

There total 3 articles about 4-formyl-trans-beta-styrylboronic 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: 71.0%

→ (E)-4-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)benzaldehyde (149777-85-5)

Guidance literature:

Reference yield: 51.0%

4-Ethynylbenzaldehyde (63697-96-1) + bis(pinacol)diborane (73183-34-3) → (E)-4-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)benzaldehyde (149777-85-5)

Guidance literature:

With tetrabutylammonium tetrafluoroborate; In methanol; at 20 ℃; Electrochemical reaction;

DOI:10.1002/chem.202101132

Reference yield: 22.0%

4-bromo-benzaldehyde (1122-91-4) + pinacol vinylboronate (75927-49-0) → (E)-4-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)benzaldehyde (149777-85-5)

Guidance literature:

4-bromo-benzaldehyde; With 1,10-Phenanthroline; palladium diacetate; In acetonitrile; at 20 ℃; Inert atmosphere;

pinacol vinylboronate; With triethylamine; In acetonitrile; at 60 ℃; for 18h;

upstream raw materials:

4-bromo-benzaldehyde

pinacol vinylboronate

4-Ethynylbenzaldehyde

bis(pinacol)diborane

Downstream raw materials:

5-[(E)-2-(4-formylphenyl)vinyl]-4-[(4-methyl-1H-indol-5-yl)amino]nicotinonitrile

5-[(E)-2-(4-formylphenyl)ethenyl]-6-methyl-4-[(4-methyl-1H-indol-5-yl)amino]pyridine-3-carbonitrile

2-(carbamoylamino)-5-[(E)-2-(4-formylphenyl)vinyl]thiophene-3-carboxamide

(1R*,2S*)-(E)-(2-(3-(4-(cis-2,6-dimethylmorpholino)methyl)styryl)-1H-indazol-6-yl)-5'-methoxyspiro[cyclopropane-1,3'-indolin]-2'-one

Refernces

• 1、 Xia, Ming,Mutailipu, Miriding,Li, Fuming,Yang, Zhihua,Pan, Shilie. "Cs4B4O3F10: First Fluorooxoborate with [BF4] Involving Heteroanionic Units and Extremely Low Melting Point". supporting information. p. 9753 - 9757. Retrieved 2021/05/27.
• 2、 -. "KINASE INHIBITORS AND METHOD OF TREATING CANCER WITH SAME". Page/Page column 41. . Retrieved 2011/10/31.