TRANS-2-(1-NAPHTHYL)VINYLBORONIC ACID

Base Information

• Chemical Name: TRANS-2-(1-NAPHTHYL)VINYLBORONIC ACID
• CAS No.: 352525-97-4
• Molecular Formula: C12H11BO2
• Molecular Weight: 198.029
• Hs Code.: 2931900090
• Mol file: 352525-97-4.mol

Synonyms:

Chemical Property of TRANS-2-(1-NAPHTHYL)VINYLBORONIC ACID

Chemical Property:

• PSA: 40.46000
• LogP: 1.86500

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (1E)-2-(1-Naphthalenyl)ethenyl-boronic Acid is a derivative of Boronic acid and it is used in the preparation of α-arylated/α-vinylated carbonyl compounds.

Technology Process of TRANS-2-(1-NAPHTHYL)VINYLBORONIC ACID

There total 2 articles about TRANS-2-(1-NAPHTHYL)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: 61.0%

1-ethylnapthelene (1127-76-0) → (E)-(2-(naphthalen-1-yl)vinyl)boronic acid (352525-97-4)

Guidance literature:

With benzo[1,3,2]dioxaborole; at 70 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.bmcl.2012.06.097

Reference yield: 33.0%

1-ethynylnaphthalene (15727-65-8) + benzo[1,3,2]dioxaborole (274-07-7) → (E)-(2-(naphthalen-1-yl)vinyl)boronic acid (352525-97-4)

Guidance literature:

at 0 - 70 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acs.orglett.0c01150

Reference yield: 93.0%

(E)-(2-(naphthalen-1-yl)vinyl)boronic acid (352525-97-4) + 4-iodo-3,5-bis(4-methoxyphenyl)isoxazole (258860-15-0) → (E)-3,5-bis(4-methoxyphenyl)-4-(2-(naphthalen-4-yl)vinyl)isoxazole? (1400414-58-5)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; water; sodium hydrogencarbonate; In 1,2-dimethoxyethane; at 80 ℃; for 19h; Inert atmosphere;

DOI:10.1016/j.bmcl.2012.06.097

upstream raw materials:

1-ethylnapthelene

1-ethynylnaphthalene

benzo[1,3,2]dioxaborole

Downstream raw materials:

(E)-3,5-bis(4-methoxyphenyl)-4-(2-(naphthalen-4-yl)vinyl)isoxazole?

Refernces

• 1、 Haddad, Terra,Gershman, Rachel,Dilis, Robert,Hanson, Robert N.,Labaree, David,Hochberg, Richard B.. "Synthesis and evaluation of 4-(substituted styryl/alkenyl)-3,5-bis(4- hydroxyphenyl)-isoxazoles as ligands for the estrogen receptor". supporting information. p. 5999 - 6003,5. Retrieved 2020/07/31.