(E)-1-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-2-en-1-ol

Base Information

• Chemical Name: (E)-1-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-2-en-1-ol
• CAS No.: 167896-49-3
• Molecular Formula: C₁₅H₂₁BO₃
• Molecular Weight: 260.141
• Mol file: 167896-49-3.mol

Synonyms:(E)-1-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-2-en-1-ol

Chemical Property of (E)-1-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-2-en-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-1-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-2-en-1-ol

There total 6 articles about (E)-1-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-2-en-1-ol 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: 92.0%

1-Phenyl-2-propyn-1-ol (4187-87-5) + bis(pinacol)diborane (73183-34-3) → (E)-1-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-2-en-1-ol (167896-49-3)

Guidance literature:

With ethanol; sodium methylate; at 22 ℃; for 8h; regioselective reaction;

DOI:10.1039/c8nj03708f

Reference yield: 65.0%

C18H29BO3Si (1138162-59-0) → (E)-1-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-2-en-1-ol (167896-49-3)

Guidance literature:

With acetic acid; In tetrahydrofuran; water; at 20 ℃; for 24h;

DOI:10.1002/ejoc.200800965

Reference yield:

1-Phenyl-2-propyn-1-ol (4187-87-5) + bis(pinacol)diborane (73183-34-3) → (E)-1-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-2-en-1-ol (167896-49-3) + 1-phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-2-en-1-ol (1429767-10-1)

Guidance literature:

With C₂₂H₃₅ClCuN₅; In tetrahydrofuran; water; at 20 ℃; for 1h; Overall yield = 99 %; stereoselective reaction;

DOI:10.1039/c4cc00550c

upstream raw materials:

C₁₈H₂₉BO₃Si

1-Phenyl-2-propyn-1-ol

bis(pinacol)diborane

benzaldehyde

Downstream raw materials:

(E)-1-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)allyl acetate

(1RS,2RS)-1-cyclohexyl-2-phenylbut-3-en-1-ol

(±)-anti-1-(4-chlorophenyl)-2-phenylbut-3-en-1-ol